Discovery of Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate

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, Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 94994-15-7, name is Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, 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 94994-15-7, Formula: C11H18O3

Under a nitrogen atmosphere, 4.7 g of the compound represented by the formula (I-70-3), 2.5 g of pyridine and 50 mL of dichloromethane were added to the reaction vessel. 3.0 g of methanesulfonyl chloride was added dropwise while cooling with ice, and the mixture was stirred at room temperature for 3 hours. It was poured into water and washed sequentially with 5% hydrochloric acid and brine. Purification by column chromatography (silica gel, hexane / ethyl acetate) gave 5.9 g of a compound represented by the formula (I-70-4).

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, Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; AOKI, YOSHIO; HAYASHI, TAKUO; (66 pag.)JP2017/210409; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Discovery of Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate

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, Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 94994-15-7, name is Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, 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 94994-15-7, COA of Formula: C11H18O3

(1) Methyl 1-(hydroxymethyl)-4-bicyclo[2.2.2]octanecarboxylate (200 mg) was used to perform the synthesis process according to the method described in Reference Example 63-1-(1) thereby giving methyl 1-formyl-4-bicyclo[2.2.2]octanecarboxylate (182 mg) as a colorless oil.

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, Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TANAKA, Hiroaki; KAWAMURA, Madoka; HAMADA, Makoto; KOBASHI, Yohei; ITO, Yuji; SUZUKI, Kazuaki; BOHNO, Ayako; FUNAYAMA, Kosuke; (510 pag.)EP3666766; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A new synthetic route of 94994-15-7

The synthetic route of 94994-15-7 has been constantly updated, and we look forward to future research findings.

Reference of 94994-15-7, These common heterocyclic compound, 94994-15-7, name is Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, 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.

To a solution of 5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol (108 mg, 0.545 mmol), methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-l-carboxylate (90 mg, 0.454 mmol) and triphenylphosphine (179 mg, 0.681 mmol) in toluene (2 mL) at 0 C was added (¡ê)-di-tert-butyl diazene-l,2-dicarboxylate (157 mg, 0.681 mmol) in toluene (0.5 mL) slowly. The reaction mixture was stirred at room temperature for 5 min and the reaction mixture was heated to 90 C for 18 hours. After cooled to room temperature, dichloromethane (5 mL) and water (5 mL) were added to the reaction mixture. The layers were separated. The organic layer was washed with brine, dried over MgS04, filtered and concentrated in vacuo to afford the crude. This crude was purified by preparative HPLC (PHENOMENEX Axia 5 muiotaeta C18 30 x 100 mm column; detection at 220 nm; flow rate = 40 mL/min; continuous gradient from 30% B to 100% B over 10 min + 5 min hold time at 100% B, where A = 90: 10:0.1 H20:MeOH:TFA and B = 90: 10:0.1 MeOH:H20:TFA) to give the title compound (75 mg, 41.5% Yield; 95% pure by LC/MS) as a light yellow oil. [M+Na]+ = 401, pi MR (400 MHz, CDC13) delta 6.70 (dd, J= 14.3, 1.6 Hz, 2H), 3.65 (s, 3H), 3.63 (s, 2H), 2.96 (s, 2H), 1.86 – 1.77 (m, 6H), 1.59 – 1.55 (m, 6H), 1.48 (s, 6H).

The synthetic route of 94994-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; ZHANG, Hao; CHENG, Peter T.W.; TAO, Shiwei; WO2014/159802; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics