Category: 581065-95-4

Adding a certain compound to certain chemical reactions, such as: 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 581065-95-4, Recommanded Product: tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate

To a stirred solution of 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)- picolinic acid (08) (200 mg, 0.44 mmol, 1.0 equiv) in DMF (5.0 mL, 25.0 vol. equiv), were added tert-butyl l-amino-3,6,9, 12-tetraoxapentadecan-15-oate (165 (171.0 mg, 0.53 mmol, 1.2 equiv), HATU (505 mg, 1.33 mmol, 3.0 equiv) and DIPEA (68.50 mg, 0.53 mmol, 1.20 equiv). The reaction mixture was stirred for 12 h at RT. Completion of the reaction was monitored by TLC. The Reaction mixture was quenched with DMW (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic extract was washed with brine (100 mL), dried over Na2S04 and concentrated under vacuum to afford the titled compound (16) (160 mg, 47.90%) as a brownish gum. MR (300 MHz, OMSO-d6) delta 9.23 (s, 1H), 9.02 (s, 1H), 8.75 (s, 1H), 8.52- 8.51 (d, 1H), 8.13-8.12 (d, 1H), 7.64-7.63 (d, 2H), 7.61 (s, 1H), 7.58 (s, 1H), 7.38-7.37 (d, 1H), 7.19-7.16 (m, 3H), 3.58-3.44 (m, 18H), 2.51-2.49 (t, 2H), 1.38 (s, 9H). MS (ES+): 755.0 (M+l); MS (ES-): 753.3 (M-l). HPLC: 97.56%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QUARTZ THERAPEUTICS, INC.; ZAMBONI, Robert; HENNING, Ryan; JI, Alan; SMITH, Tyler; HELLER, Bradley; REDDY, Thumkunta Jagadeeswar; ROCHELEAU, Sylvain; BEAULIEU, Marc Andre; (266 pag.)WO2018/200981; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 581065-95-4, Computed Properties of C15H31NO6

To a solution of Compound 6a (66 mg, 0.2 m mole) in dichloromethane (1 mL) were added DCC (47 mg, 0.22 m mole), HOBt (31 mg, 0.22 mmole) and the compound 4 (50 mg, 0.2 m mole). The mixture thus obtained was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by flash chromatography on silica gel with 1 % methanol in dichloromethane as eluent to give the title compound as an yellow oil (70 mg, 62%). ¹H NMR 8 1.44 (s, 9H), 2.51 (t, 1H), 2.63 (t, 2H), 2.93 (d, 3H), 3.01 (t, 2H), 3.45 (m, 2H), 3.55 (m, 2H), 3.64 (m, 12H), 3.71 (t, 2H), 5.01 (bs, 1H), 6.38 (bt, 1H), 6.62 (m, 2H), 7.27 (m, 1H), 7.43 (dd, 1H). MS (ES) 491 (M-56+H+), 513 (M- 56+Na+), 547 (M+H+), 569 (M+Na+) Compound 11b: ¹H NMR 8 1.34 (d, 3H), 1.45 (s, 9H), 2.30 (m, 1H), 2.5 (t, 2H), 2.69 (m, 1H), 2.93 (d, 3H), 3.37-3.55 (m, 5H), 3.63 (m, 12H), 3.71 (t, 2H), 4.99 (bs, 1H), 6.13 (bt, 1H), 6.62 (m, 2H), 7.25 (m, 1H), 7.48 (dd, 1H). MS (ES) 505 (M-56+H+), 527 (M-56+Na+), 543 (M-56+K+), 561 (M+H(at), 583 (M+Na(at). Compound lie: 1.43 (s, 3H), 1.45 (s, 9H), 2.46 (s, 2H), 2.5 (t, 2H), 2.92 and 2.94 (2s, 3H), 3.33 (m, 2H), 3.47 (t, 2H), 3.63 (m, 12H), 3.70 (t, 2H), 6.06 (bt, 1H), 6.63 (m, 2H), 7.25 (m, 1H), 7.54 (d, 1H); MS (ES) 519 (M-56+H(at), 541 (M-56+Na+), 575 (M+H(at), 597 (M+Na+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDAREX, INC.; WO2005/112919; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 581065-95-4 as follows. Recommanded Product: 581065-95-4

N-Fmoc imino diacetic acid, PSMA11 , (107 mg, 0.30 mmol) was treated with PSMA12 (212 mg, 0.66 mmol), TBTU (193 mg, 0.60 mmol), HOBt (92 mg, 0.60 mmol), and DIEA (209 muIota_, 1.20 mmol) in DMF for 2 h. The reaction was concentrated in vacuo and purified through Si02 gel chromatography to afford PSMA13 (250 mg, 91 %). AP-ESI+ Mass calcd C49H75N3016: 961.51 , Found: 962.6 [M+H]+, 984.6 [M+Na]+

According to the analysis of related databases, 581065-95-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SOLSTICE BIOLOGICS, LTD.; BRADSHAW, Curt, W.; ELTEPU, Laxman; KABAKIBI, Ayman; LAM, Son; LIU, Bin; LIU, Dingguo; MEADE, Bryan, R.; SAKAMURI, Sukumar; WO2015/69932; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, A new synthetic method of this compound is introduced below., SDS of cas: 581065-95-4

SI-6 (76 mg, 0.27 mmol, 1.2 eq.), COMU (115 mg, 0.27 mmol, 1.2 eq.), and N- methylmorpholine (74 pL, 0.67 mmol, 3 eq.) were dissolved in 333 pL of DMF and incubated for 1 min. Amino-PEG4-t-butyl ester (72 mg, 0.22 mmol, 1 eq.) was added in 667 pL and the reaction was stirred for lh at room temperature. The reaction was then diluted with ethyl acetate (10 mL) and water (10 mL). The organic layer was washed with water (3×1 OmL) and 1N HC1 (lxlOmL). The organic layer was collected, dried over anhydrous MgS04 and removed under reduced pressure. The residue was purified by flash chromatography (DCM:EtOAc, 1 : 1) to provide the title compound as a colorless oil (44 mg, 22%). ‘H NMR (500 MHz, Chloroform -r/) d 7.10 (s, 1H), 6.81 – 6.69 (m, 2H), 4.46 (d, J= 11.3 Hz, 2H), 4.18 (s, 1H), 3.83 – 3.72 (m, 2H), 3.70 – 3.67 (m, 4H), 3.63 (s, 8H), 3.61 – 3.57 (m, 6H), 3.54 (dd, J= 7.6, 3.2 Hz, 2H), 2.70 (s, 2H), 2.48 (td, J= 6.5, 1.5 Hz, 2H), 1.98 (d, J= 5.2 Hz, 2H), 1.43 (d, J= 3.1 Hz, 9H). HRMS (ESI) [M+H]+ for C28H44CIN2O9 587.2730, found 587.2721.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; ZHANG, Xiaoyu; CROWLEY, Vincent; CRAVATT, Benjamin; (121 pag.)WO2020/77278; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, molecular formula is C15H31NO6, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate

107 mg (0.335 mmol) of tert-Butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate and 93 mg (0.369 mmol) of (2,5-dioxopyrrolidin-1-yl) 2-(2,5-dioxopyrrol-1-yl)acetate were dissolved in 5 ml of dimethylformamide, and 0.074 ml (0.671 mmol) of N-methylmorpholine were added. The reaction mixture was stirred at RT overnight. 0.048 ml (0.838 mmol) of acetic acid were added and the reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 125*30; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 133 mg (86%, purity 100%) of tert-Butyl 3-[2-[2-[2-[2-[[2-(2,5-dioxopyrrol-1-yl)acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate. LC-MS (Method 1): Rt=0.82 min; MS (ESIpos): m/z=459 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 581065-95-4, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

581065-95-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, A new synthetic method of this compound is introduced below.

118 mg (566 mumol) of N-[(benzyloxy)carbonyl]glycine were initially charged in 5.0 ml of DMF, 200 mg (622 mumol) of tert-butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, 130 mg (849 mumol) of 1-hydroxy-1H-benzotriazole hydrate and 130 mg (679 mumol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added and the mixture was stirred at RT for 1 h. Ethyl acetate was added and the mixture was extracted twice with 5% citric acid solution and with saturated sodium hydrogencarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate. The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 274 mg (95% of theory) of tert-butyl 1-({N-[(benzyloxy)carbonyl]glycyl}amino)-3,6,9,12-tetraoxapentadecan-15-oate. LC-MS (Method 12): Rt=1.69 min; MS (ESIpos): m/z=513 (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

581065-95-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 581065-95-4 as follows.

The preparation of compound D is disclosed in Cheng et al. 2013 (compound 108, FIG. 19). The preparation of compound E is disclosed in Cong et al. 2015 (compound 21, FIG. 2b). Compound F was prepared from tert-butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate (CAS Reg. No. 581065-95-4) by treatment with Fmoc-Cl to attach the Fmoc protecting group, followed by treatment with trifluoroacetic acid to cleave the t-butyl ester.

According to the analysis of related databases, tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Young, Ian S.; Lou, Sha; Gangwar, Sanjeev; (16 pag.)US2019/388553; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

581065-95-4, These common heterocyclic compound, 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In the glove box under an atmosphere of dry nitrogen, a 3000 mL, 4-necked flask was charged with bis-CBZ-Lysine (200.0 g, 483 mmol), EDC (139 g, 724 mmol), and 1500 mL of 2:1 tetrahydrofuran:tert-butyl methyl ether. The flask was fitted with an immersion well; the remaining joints were stoppered, and the flask was transferred to the fume hood where one of the stoppers was replaced with an addition funnel connected by a gas inlet adapter to a bleed of dry nitrogen. The flask was placed in a salted ice-water bath, fitted with an overhead stirring apparatus, and stirred until 0[deg.] C. was attained. In the glove box under a dry nitrogen atmosphere, amino-dPEG(R)4-TBE (163 g, 507 mmol) was dissolved in tetrahydrofuran (170 ml). The PN10221 was then poured into the addition funnel under a nitrogen shower and added slowly by drop, keeping the temperature as close to [deg.] C. as possible. The reaction was allowed to continue overnight, warming slowly to ambient. The reaction appeared complete the next morning by TLC and RP-HPLC. Stirring of the reaction mixture was stopped, and the EDU was allowed to settle for several hours. The solution was then decanted from the EDU goo. The reaction solvent was removed by rotary evaporation under reduced pressure at 45[deg.] C. The residue was then dissolved in dichloromethane to a final volume of 1400 mL and washed once with 250 mL with 10% aqueous HCl, then once with 400 mL of 5% brine. The DCM was removed by rotary evaporation at 35[deg.] C., and the residue was dried by rotary evaporation at 45[deg.] C. under high vacuum for about 1 hour. Yield: 330 gms (95.4%) HPLC (AMINES3045FF METHOD): 96.2% purity by ELSD. TLC: Ethyl Acetate:Methanol 8:2. Major spot at Rf=0.69 with both UV quench at 254 nm and iodine-positive reaction. One minor UV quenching spot (no iodine reaction) near solvent front. No ninhydrin-positive spot. NMR: (400 MHz, CDCl3, [delta]): 7.322 (m, 11H, 2 CBZ rings & NH); 6.737 (s, 1H, amide); 5.762 (s, 1H, amide); 5.084 (m, 4H, 2*CH2O from CBZ); 4.153 (q, 1H, CHN on lysine); 3.526 (t, 2H, CH2 to N on lysine sidechain); 3.425 (t, 2H, CH2 [beta] to N on dPEG(R)); 3.164 (t, 2H, CH2N on PEG); 2.478 (t, 2H, CH2CO on PEG); 1.467 (m, 15H, lysine side chain alkyl methylene groups plus t-butyl ester). Quantitative NMR purity=96.8%

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 581065-95-4.

Reference:
Patent; UNIVERSITY OF WASHINGTON; QUANTA BIODESIGN, LTD.; Davis, Paul D.; Wilbur, D. Scott; US2013/52130; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

581065-95-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, A new synthetic method of this compound is introduced below.

00332] tert- butyl (2-(2,6-dioxopiperidin-3-yl)-l,3-dioxoisoindolin-4-yl)glycinate (0. lg, (0733) 0.25mmol) was dissolved in lmL TFA. The mixture was stirred at room temperature for 2 hours, then concentrated under reduced pressure to afford solid product which was used in the following reaction without further purification. (2-(2,6-dioxopiperidin~3~yl)-i ,3- dioxoisoindoim-4-yl)giycme product (0.05g, 0.15mmol) was mixed with HATU (0. i l4g, 0.3mrnol) in 3mL DMF. EtsN (0.105mL, 0.75mmol) was added. The mixture was stirred for lOmins before the amino-PEG4-/~Butyl ester (0.05g, 0.15mmo) was added. The reaction was then stirred at room temperature overnight. The solution was next subjected to preparative HPLC purification to afford 48mg product (51%). LCMS (ESI) m/z 579.32 (0734) (show as free acid instead of /-butyl ester) [(M+H)+; calcd for CsoHisNiOiC; 635.29]

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BUHRLAGE, Sara; ANDERSON, Kenneth C.; HIDESHIMA, Teru; GRAY, Nathanael S.; LIU, Xiaoxi; (137 pag.)WO2019/118728; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

581065-95-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 581065-95-4 name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

BOP (0.3 g, 0.73 mmol) and DIPEA (0.26 mL, 1.52 mmol) were added to a suspension of 11 (0.1 g, 0.15 mmol) and amino-CH2CH2-POE4-CO2tBu (0.21 g, 0.67 mmol) in DMF (6 mL). The reaction mixture was stirred for 96 hours at room temperature, and the solvent was evaporated under reduced pressure. The residue was dissolved in CH2Cl2, washed with brine, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by size exclusion chromatography (Sephadex, LH20. GE Healthcare, CH2Cl2/MeOH 50/50) to give compound 12 (88%) in the form of a yellow oil. (0287) 1H NMR (300 MHz, CDCl3) delta (ppm) 1.45 (s, 36H, 4 tBu), 2.24 (bs., 1H, H alkyne), 2.30-3.00 (m, 24H, 4 CH2COOtBu, 6 CH2CONH PAMAM, 2 CONHCH2CH2NHCO), 3.10-3.71 (m, 88H, CH2N and NCH2 PAMAM, CH2O, 4 CONHCH2CH2O), 3.79 (m, 2H, CH2 alkyne), 5.30 (m, 2H, NH), 7.20 (m, 4H, NH); 13C NMR (75 MHz, CDCl1) delta (ppm) 173.2, 170.9, 170.7, 80.3, 73.9, 70.4, 70.3, 70.2, 70.0, 69.9, 69.2, 52.7, 50.5, 49.0, 39.9, 39.1, 36.0, 33.1, 27.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITE DE STRASBOURG; UNIVERSITE CLAUDE BERNARD LYON 1; HOSPICES CIVILS DE LYON; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE -CNRS; FELDER-FLESCH, Delphine; BILLOTEY, Claire; PARAT, Audrey; GAROFALO, Antonio; KRYZA, David; JANIER, Marc; (138 pag.)US2016/221992; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics