Abo-Ghalia, Mohamed H.’s team published research in Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences in 2012-08-31 | CAS: 10047-10-6

Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Application of Methyl 2-aminopentanoate hydrochloride.

Abo-Ghalia, Mohamed H. published the artcileSynthesis and reactions of new chiral linear and macrocyclic tetra- and penta-peptide candidates, Application of Methyl 2-aminopentanoate hydrochloride, the main research area is cyclic peptide synthesis pyridine dicarboxylic acid; pyridine dicarbonyl dichloride amino acid coupling macrocylization hydrolysis hydrazinolysis.

A series of linear and macrocyclic pentapeptide derivatives have been prepared via the coupling of pyridine-2,6-dicarboxylic acid (I) (R1 = OH) or pyridine-2,6-dicarbonyl dichloride I (R1 = Cl) with appropriate amino acid Me esters. The coupling of I (R1 = OH) or I (R1 = Cl) with amino acid Me esters gave the corresponding pyridine dipeptide Me esters, which were hydrolyzed with sodium hydroxide to the corresponding acids. The latter acids. were coupled with other amino acid Me esters to afford the corresponding tetrapeptide esters, which were hydrolyzed with sodium hydroxide to the corresponding acids. Cyclization of tetrapeptide acids with L-lysine Me ester or with aliphatic diamide derivatives afforded the corresponding cyclic pentapeptide Me ester derivatives and cyclic tetrapeptide diamines, resp. Finally, hydrolysis with 1 N sodium hydroxide or hydrazinolysis with hydrazine hydrate of Me esters afforded the corresponding acids (II) [R1 = CH2CHMe2, R2 = CH2CH2Me, CH2Ph, CH2CHMe2: R1 = CH2Ph, R2 = CH2CHqMe, CH2PH; R3 = OH] and hydrazides II (R3 = NHNH2) , resp.

Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Application of Methyl 2-aminopentanoate hydrochloride.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Olivier, Wesley J.’s team published research in Tetrahedron in 2018-09-20 | CAS: 10047-10-6

Tetrahedron published new progress about Bronsted acids Role: RGT (Reagent), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Quality Control of 10047-10-6.

Olivier, Wesley J. published the artcileBronsted acid-mediated annulations of pyrroles featuring N-tethered α,β-unsaturated ketones and esters: Total syntheses of (±)-tashiromine and (±)-indolizidine 209I, Quality Control of 10047-10-6, the main research area is tashiromine total synthesis pyrrole Bronsted acid mediated annulation; indolizidine 209I total synthesis pyrrole Bronsted acid mediated annulation.

This study provides the first report of the construction of tetrahydroindolizines and tetrahydropyrrolo[1,2-a]azepines via Bronsted acid-mediated annulation of pyrroles featuring N-tethered α,β-unsaturated esters. In addition, the Bronsted acid-catalyzed cyclization of pyrroles featuring pendant α,β-unsaturated ketones was applied to complete total syntheses of the indolizidine alkaloids (±)-tashiromine (I) and (±)-indolizidine 209I (II).

Tetrahedron published new progress about Bronsted acids Role: RGT (Reagent), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Quality Control of 10047-10-6.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Miyazawa, Toshifumi’s team published research in Tetrahedron: Asymmetry in 1997-02-06 | CAS: 10047-10-6

Tetrahedron: Asymmetry published new progress about Amino acid esters Role: RCT (Reactant), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Category: esters-buliding-blocks.

Miyazawa, Toshifumi published the artcileResolution of non-protein amino acids via microbial protease-catalyzed ester hydrolysis: marked enhancement of enantioselectivity by the use of esters with longer alkyl chains and at low temperature, Category: esters-buliding-blocks, the main research area is enzymic resolution amino acid alkyl ester; enantioselectivity enhancement hydrolysis amino acid ester.

In the microbial protease-catalyzed hydrolysis of amino acid esters with the free α-amino group, the enantioselectivity can be enhanced greatly by employing esters with longer alkyl chains such as the iso-Bu ester instead of the conventional Me ester and by conducting the reaction at low temperature

Tetrahedron: Asymmetry published new progress about Amino acid esters Role: RCT (Reactant), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Tianli’s team published research in Journal of the American Chemical Society in 2016-01-13 | CAS: 10047-10-6

Journal of the American Chemical Society published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation) (N,O-). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Application In Synthesis of 10047-10-6.

Wang, Tianli published the artcileRegiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives, Application In Synthesis of 10047-10-6, the main research area is aryl alkyl oxazolone butadienoate chiral phosphine regioselective enantioselective addition; disubstituted oxazolone stereoselective preparation ring opening; amino acid disubstituted stereoselective preparation; alkyl aryl oxazolone butadienoate chiral phosphine regioselective enantioselective addition; oxazolone disubstituted stereoselective preparation reduction; acetal lactol preparation.

Phosphine-catalyzed regiodivergent enantioselective C-2- and C-4-selective γ-additions of oxazolones to 2,3-butadienoates have been developed. The C-4-selective γ-addition of oxazolones occurred in a highly enantioselective manner when 2-aryl-4-alkyloxazol-5-(4H)-ones were employed as pronucleophiles. With the employment of 2-alkyl-4-aryloxazol-5-(4H)-ones as the donor, C-2-selective γ-addition of oxazolones took place in a highly enantioselective manner. The C-4-selective adducts I (R = Et, Me, n-Pr,i-Pr, n-Bu, etc.; Ar = 4-MeOC6H4, Ph, 4-FC6H4) provided rapid access to optically enriched α,α-disubstituted α-amino acid derivatives, and the C-2-selective products II (R = Et, Me, n-Pr,i-Pr, n-Bu, etc.; Ar = Ph, 2-naphthyl, 1-naphthyl) led to facile synthesis of chiral N,O-acetals and γ-lactols. Theor. studies via DFT calculations suggested that the origin of the observed regioselectivity was due to the distortion energy that resulted from the interaction between the nucleophilic oxazolide and the electrophilic phosphonium intermediate.

Journal of the American Chemical Society published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation) (N,O-). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Application In Synthesis of 10047-10-6.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dou, Dengfeng’s team published research in Bioorganic & Medicinal Chemistry in 2012-03-15 | CAS: 10047-10-6

Bioorganic & Medicinal Chemistry published new progress about Antiviral agents. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Formula: C6H14ClNO2.

Dou, Dengfeng published the artcilePotent norovirus inhibitors based on the acyclic sulfamide scaffold, Formula: C6H14ClNO2, the main research area is preparation norovirus antiviral acyclic sulfamide scaffold.

The development of small mol. therapeutics to combat norovirus infection is of considerable interest from a public health perspective because of the highly contagious nature of noroviruses. A series of amino acid-derived acyclic sulfamide-based norovirus inhibitors has been synthesized and evaluated using a cell-based replicon system. Several compounds were found to display potent anti-norovirus activity, low toxicity, and good aqueous solubility These compounds are suitable for further optimization of pharmacol. and ADMET properties.

Bioorganic & Medicinal Chemistry published new progress about Antiviral agents. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Formula: C6H14ClNO2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sanchez, Ramon M.’s team published research in ARKIVOC (Gainesville, FL, United States) in 2010 | CAS: 10047-10-6

ARKIVOC (Gainesville, FL, United States) published new progress about Crystal structure. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, HPLC of Formula: 10047-10-6.

Sanchez, Ramon M. published the artcileAn unexpected bicyclic pyrrolidinedione formed by rearrangement of the β-lactam ring under basic conditions, HPLC of Formula: 10047-10-6, the main research area is beta lactam rearrangement bicyclic pyrrolidinedione.

During synthetic studies on anti-elastase polycyclic β-lactams from conveniently substituted monolactams, we attempted to obtain an N-(1′-methoxycarbonyalkylidene)-β-lactam by α-selenoxide elimination. Although the desired alkenes were obtained, the main products were the N-unsubstituted 2-azetidinone and the bridged bicyclic pyrrolidinedione I. The structure of I was established by spectroscopic methods and confirmed by X-ray crystallog.

ARKIVOC (Gainesville, FL, United States) published new progress about Crystal structure. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, HPLC of Formula: 10047-10-6.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chen, Ruyu’s team published research in Science in China, Series B: Chemistry in 1996-08-31 | CAS: 10047-10-6

Science in China, Series B: Chemistry published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation) (phosphonyl). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Safety of Methyl 2-aminopentanoate hydrochloride.

Chen, Ruyu published the artcileSynthesis of N-(methoxycarbonyl or isopropylcarbamoylmethoxyphosphonyl)-α-amino acid ester and their stereomers, Safety of Methyl 2-aminopentanoate hydrochloride, the main research area is amino acid phosphonyl preparation.

N-(methoxycarbonylmethoxyphosphonyl)-α-amino acid esters (I) were synthesized via the reaction of MeO2CP(O)ClOMe with amino acid ester hydrochlorides in the presence of a base. Compound I was aminated to yield N-(isopropylcarbamoylmethoxyphosphonyl)-α-amino acid esters (II). With l-amino acids as starting materials, the isomers of products I and II were separated and their configurations were confirmed by single crystal X-ray diffraction of II.

Science in China, Series B: Chemistry published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation) (phosphonyl). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Safety of Methyl 2-aminopentanoate hydrochloride.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Seibel, Zara M.’s team published research in Beilstein Journal of Organic Chemistry in 2021 | CAS: 10047-10-6

Beilstein Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Safety of Methyl 2-aminopentanoate hydrochloride.

Seibel, Zara M. published the artcileEnantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines, Safety of Methyl 2-aminopentanoate hydrochloride, the main research area is pyrrolidine dicarboxylate asym synthesis; amino ester arylmethylidene enantioselective Michael addition acrylate cyclopropenimine catalyst; glutamate preparation enantioselective; pyroglutamate preparation enantioselective; Brønsted base; Michael addition; cyclopropenimine; enantioselective catalysis; pyroglutamate.

A procedure for the enantioselective synthesis of α-substituted glutamates I (R = Me; Ar = 2-ClC6H4, 4-ClC6H4, 2,4-Cl2C6H3) pyrrolidinedicarboxylates II (R = Me, Ar = 2-ClC6H4, 4-ClC6H4, 2,4-Cl2C6H3, 2.6-Cl2C6H3; R = Et, i-Bu, PhCH2, etc., Ar = 4-ClC6H4) and pyroglutamates III (R = Me, Et, H2C:CHCH2, HCCCH2, etc.) via a cyclopropenimine-catalyzed Michael addition of N-(arylmethylidene)glycinates ArCH:NCHRCO2Me with Me acrylate is described. Enantioselectivities of up to 94% have been achieved, and a variety of functional groups were found to be compatible. The impact of the catalyst structure and imine substitution is discussed. Compared to other methods, this protocol allows for a broader and more enantioselective access to pyroglutamate derivatives

Beilstein Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Safety of Methyl 2-aminopentanoate hydrochloride.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Martinez-Mingo, Mario’s team published research in ACS Catalysis in 2021-05-07 | CAS: 10047-10-6

ACS Catalysis published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Application In Synthesis of 10047-10-6.

Martinez-Mingo, Mario published the artcileOvercoming the Necessity of γ-Substitution in δ-C(sp3)-H Arylation: Pd-Catalyzed Derivatization of α-Amino Acids, Application In Synthesis of 10047-10-6, the main research area is palladium catalyzed arylation alpha amino acid amine derivative; arylation amino acid heteroaryl aryl iodide; pyridyl sulfonyl directing group density functional theory.

Despite the emergence of catalytic C(sp3)-H arylation at the remote δ-position via challenging six-membered ring cyclometalation, the requirement of blocking the more reactive γ-position represents a restricting limitation. The use of the removable N-(2-pyridyl)sulfonyl directing group provides a viable solution to this challenge, expanding the scope of the Pd-catalyzed δ-C-H arylation of α-amino acid and amine derivatives with (hetero)aryl iodides. This method is compatible with complex, multifunctional structures at either reaction partner. Exptl. and d. functional theory studies provide insights about the underlying factors controlling site selectivity.

ACS Catalysis published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Application In Synthesis of 10047-10-6.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Miyazawa, Toshifumi’s team published research in Tetrahedron in 2005-10-24 | CAS: 10047-10-6

Tetrahedron published new progress about Aspergillus oryzae. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Related Products of esters-buliding-blocks.

Miyazawa, Toshifumi published the artcileResolution of non-protein amino acids via the microbial protease-catalyzed enantioselective hydrolysis of their N-unprotected esters, Related Products of esters-buliding-blocks, the main research area is amino acid ester resolution microbial protease enantioselective hydrolysis kinetics.

In the Aspergillus oryzae protease-catalyzed ester hydrolysis, substitution of N-unprotected amino acid esters for the corresponding N-protected amino acid esters resulted in a large enhancement of the hydrolysis rate, while the enantioselectivity was deteriorated strikingly when the substrates employed were the conventional Me esters. This difficulty was overcome by employing esters bearing a longer alkyl chain such as the iso-Bu ester. Utilizing this ester, amino acids carrying an aromatic side chain were resolved with excellent enantioselectivities (E=50 to >200). With amino acids bearing an aliphatic side chain also, good results in terms of the hydrolysis rate and enantioselectivity were obtained by employing such an ester as the iso-Bu ester. Moreover, the enantioselectivity proved to be enhanced further by conducting the reaction at low temperature This procedure was applicable to the case where the enantioselectivity was not high enough even by the use of the iso-Bu ester.

Tetrahedron published new progress about Aspergillus oryzae. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Related Products of esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics