(2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

Base Information

Chemical Name:(2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide
CAS No.:213695-88-6
Molecular Formula:C₃₃H₄₆N₄O₅SSi
Molecular Weight:638.904
Hs Code.:

Synonyms:(2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

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Chemical Property of (2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

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Technology Process of (2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

There total 3 articles about (2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide 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: 97.0%

: 126300-99-0
2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazole-4-carboxylic acid

: 213695-85-3
H-L-Thr(TPS)-NH₂

: 213695-88-6
(2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1246/bcsj.72.2483

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 213695-88-6
(2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / imidazole / dimethylformamide / 24.5 h / 0 - 20 °C

2: H₂ / Pd/C / ethanol / 4 h / 20 °C

3: 97 percent / diphenoxyphosphinoyl azide; Et₃N / dimethylformamide / 0 - 20 °C

With 1H-imidazole; diphenyl phosphoryl azide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1: silylation / 2: Hydrogenolysis / 3: Acylation;
DOI:10.1246/bcsj.72.2483

Reference yield:

: 213695-83-1
(2S,3R)-2-benzyloxycarbonylamino-3-(t-butyldiphenylsiloxy)butanamide

: 213695-88-6
(2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethanol / 4 h / 20 °C

2: 97 percent / diphenoxyphosphinoyl azide; Et₃N / dimethylformamide / 0 - 20 °C

With diphenyl phosphoryl azide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Acylation;
DOI:10.1246/bcsj.72.2483