(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:91758-39-3
Molecular Formula:C₁₂H₁₆O₇
Molecular Weight:272.255
Hs Code.:

Synonyms:(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Suppliers and Price of (3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

There total 10 articles about (3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

: 88400-36-6
(3R,4R,5R)-3,4-Diacetoxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enecarboxylic acid methyl ester

: 91758-39-3
(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 5 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)85910-9

Reference yield:

: 88400-32-2
(3aR,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-2-methyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: 91758-39-3
(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) H₂O, AcOH; 2.) N,N-dimethylolpyridine / 1.) methanol, toluene, r.t., 1 h; 2) ether, 1 h

2: 80 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 5 °C

With N,N-dimethylolpyridine; tetrabutyl ammonium fluoride; water; acetic acid; In tetrahydrofuran;

Reference yield:

: 40983-58-2
methyl shikimate

: 91758-39-3
(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / p-toluenesulfonic acid, Na₂CO₃ / CH₂Cl₂ / 5 °C

2: imidazole / dimethylformamide / 1.75 h

3: 1.) H₂O, AcOH; 2.) N,N-dimethylolpyridine / 1.) methanol, toluene, r.t., 1 h; 2) ether, 1 h

4: 80 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 5 °C

With 1H-imidazole; N,N-dimethylolpyridine; tetrabutyl ammonium fluoride; water; sodium carbonate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;