(S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester

Base Information

• Chemical Name: (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester
• CAS No.: 141735-24-2
• Molecular Formula: C₁₉H₃₁NO₅Si
• Molecular Weight: 381.544
• Mol file: 141735-24-2.mol

Synonyms:(S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester

Chemical Property of (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester

There total 3 articles about (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-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: 91.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (S)-2-benzyloxycarbonylamino-4-hydroxybutyric acid methyl ester (314728-04-6) → (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester (141735-24-2)

Guidance literature:

With 1H-imidazole; In dichloromethane;

DOI:10.1002/anie.200454215

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester (141735-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogen carbonate

2: (trimethylsilyl)diazomethane

3: 91 percent / imidazole / CH₂Cl₂

With 1H-imidazole; sodium hydrogencarbonate; diazomethyl-trimethyl-silane; In dichloromethane;

DOI:10.1002/anie.200454215

Reference yield:

N-benzyloxycarbonyl-(L)-homoserine (35677-88-4) → (S)-2-benzyloxycarbonylamino-4-(t-butyl-dimethyl-silanyloxy)-butyric acid methyl ester (141735-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (trimethylsilyl)diazomethane

2: 91 percent / imidazole / CH₂Cl₂

With 1H-imidazole; diazomethyl-trimethyl-silane; In dichloromethane;

DOI:10.1002/anie.200454215

upstream raw materials:

tert-butyldimethylsilyl chloride

(S)-2-benzyloxycarbonylamino-4-hydroxybutyric acid methyl ester

benzyl chloroformate

N-benzyloxycarbonyl-(L)-homoserine

Downstream raw materials:

(3S,4S,5R)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

(4S,5S)-5-[(1E,3E)-4-(4-Bromo-phenyl)-2-methyl-buta-1,3-dienyl]-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazolidin-2-one

(4S,5S)-5-[(1Z,3E)-4-(4-Bromo-phenyl)-2-methyl-buta-1,3-dienyl]-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazolidin-2-one