(2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate

Base Information

• Chemical Name: (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate
• CAS No.: 892397-17-0
• Molecular Formula: C₂₈H₃₅NO₃Si
• Molecular Weight: 461.676
• Mol file: 892397-17-0.mol

Synonyms:(2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate

Chemical Property of (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate

There total 3 articles about (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate 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: 99.0%

(6R,7S)-methyl 6-benzyl-2,2,11,11-tetramethyl-9-oxo-3,3-diphenyl-4,10-dioxa-8-aza-3-siladodecane-7-carboxylate (892397-16-9) → (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate (892397-17-0)

Guidance literature:

With methyl-phenyl-thioether; trifluoroacetic acid; In dichloromethane; at 17 ℃; for 0.666667h;

DOI:10.1021/ol060677c

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate (892397-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / imidazole / dimethylformamide / 36 h / 20 °C

2: 99 percent / trifluoroacetic acid; thioanisole / CH₂Cl₂ / 0.67 h / 17 °C

With 1H-imidazole; methyl-phenyl-thioether; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol060677c

Reference yield:

methyl 3-benzyl-2-tert-butoxycarbonylamino-4-hydroxy-(2S,3R)-butanoate (727740-02-5) → (2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate (892397-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / imidazole / dimethylformamide / 36 h / 20 °C

2: 99 percent / trifluoroacetic acid; thioanisole / CH₂Cl₂ / 0.67 h / 17 °C

With 1H-imidazole; methyl-phenyl-thioether; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol060677c

upstream raw materials:

(6R,7S)-methyl 6-benzyl-2,2,11,11-tetramethyl-9-oxo-3,3-diphenyl-4,10-dioxa-8-aza-3-siladodecane-7-carboxylate

tert-butylchlorodiphenylsilane

methyl 3-benzyl-2-tert-butoxycarbonylamino-4-hydroxy-(2S,3R)-butanoate

Downstream raw materials:

(5S,6R)-methyl 6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecane-5-carboxylate

(5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecane-5-carboxylic acid

(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

(2R,3S)-methyl 2-((2S,3R)-3-benzyl-2-(benzyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)butanamido)-3-hydroxybutanoate