(2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid

Base Information

• Chemical Name: (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid
• CAS No.: 145790-54-1
• Molecular Formula: C₂₇H₃₁NO₅Si
• Molecular Weight: 477.632
• Mol file: 145790-54-1.mol

Synonyms:(2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid

Chemical Property of (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid

There total 5 articles about (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid 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: 100.0%

methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(phenylmethoxy)carbonylamino]propanoate (135245-97-5) → (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid (145790-54-1)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 2h;

DOI:10.1055/s-0036-1592008

Reference yield: 97.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + tert-butylchlorodiphenylsilane (58479-61-1) → (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid (145790-54-1)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo201584w

Reference yield:

N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) → (2S)-2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid (145790-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / imidazole

2: 35 percent / NaOH / methanol / 6 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; In methanol;

upstream raw materials:

methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(phenylmethoxy)carbonylamino]propanoate

N-benzyloxycarbonyl-L-serine methyl ester

tert-butylchlorodiphenylsilane

N-(benzyloxycarbonyl)-L-serine

Downstream raw materials:

(2S)-2-amino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid