(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester

Base Information

• Chemical Name: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester
• CAS No.: 185909-44-8
• Molecular Formula: C₁₉H₃₂O₅Si
• Molecular Weight: 368.546
• Mol file: 185909-44-8.mol

Synonyms:(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester

Chemical Property of (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester

There total 4 articles about (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric 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:

2-(4-methoxybenzyloxy)-4-methylquinoline (937184-70-8) + methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate (113494-89-6) → (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester (185909-44-8)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 91h;

DOI:10.1021/acs.joc.0c03031

Reference yield:

methyl (3S)-3,4-dihydroxybutyrate (90414-36-1) → (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester (185909-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: CSA / CH₂Cl₂

With 1H-imidazole; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester (185909-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: CSA / CH₂Cl₂

With 1H-imidazole; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(96)02110-7

upstream raw materials:

O-(4-methoxybenzyl)-trichloroacetimidate

methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate

methyl (3S)-3,4-dihydroxybutyrate

tert-butyldimethylsilyl chloride

Downstream raw materials:

(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyraldehyde

tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester