methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

Base Information

• Chemical Name: methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate
• CAS No.: 159801-08-8
• Molecular Formula: C₂₁H₂₈O₄Si
• Molecular Weight: 372.536
• Mol file: 159801-08-8.mol

Synonyms:methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

Chemical Property of methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

There total 3 articles about methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate 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: 91.0%

(R)-methyl 3,4-dihydroxybutanoate (114819-45-3) + tert-butylchlorodiphenylsilane (58479-61-1) → methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate (159801-08-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1021/jo972066r

Reference yield: 71.0%

(R)-dimethyl malate (70681-41-3) + tert-butylchlorodiphenylsilane (58479-61-1) → methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate (159801-08-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89308-X

Reference yield:

(R)-dimethyl malate (70681-41-3) → methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate (159801-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃*DMS, NaBH₄

2: imidazole

With 1H-imidazole; sodium tetrahydroborate; dimethylsulfide borane complex;

DOI:10.1016/S0040-4039(97)10519-6

upstream raw materials:

(R)-dimethyl malate

tert-butylchlorodiphenylsilane

(R)-methyl 3,4-dihydroxybutanoate

Downstream raw materials:

(R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide

(R)-3-Allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol

4-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester

4-(TERT-BUTYLDIPHENYLSILANYLOXY)-3-(4-METHOXYBENZYLOXY)-BUTYRALDEHYDE