2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

Base Information

Chemical Name:2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate
CAS No.:295788-39-5
Molecular Formula:C₂₁H₃₁Cl₃O₄Si
Molecular Weight:481.919
Hs Code.:

Synonyms:2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

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Chemical Property of 2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

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Technology Process of 2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

There total 4 articles about 2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate 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:

: 115-20-8
1,1,1-trichloroethanol

: 294198-49-5
(4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoic acid

: 295788-39-5
2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1016/S0957-4166(00)00245-7

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 295788-39-5
2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / imidazole / dimethylformamide / 2.5 h / 0 - 20 °C

2: 2M aq. NaOH / methanol / 12 h / 20 °C

3: DCC; DMAP / CH₂Cl₂ / 72 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: Hydrolysis / 3: Esterification;
DOI:10.1016/S0957-4166(00)00245-7

Reference yield:

: 183625-29-8
methyl (4R,5S)-4-benzyloxy-5-hydroxy-2(E)-hexenoate

: 295788-39-5
2,2,2-trichloroethyl (4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / imidazole / dimethylformamide / 2.5 h / 0 - 20 °C

2: 2M aq. NaOH / methanol / 12 h / 20 °C

3: DCC; DMAP / CH₂Cl₂ / 72 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: Hydrolysis / 3: Esterification;
DOI:10.1016/S0957-4166(00)00245-7