2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester
• CAS No.: 500354-61-0
• Molecular Formula: C₃₄H₄₇N₃O₈Si
• Molecular Weight: 653.848

Synonyms:

Chemical Property of 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester

There total 5 articles about 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic 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:

tert-butylchlorodiphenylsilane (58479-61-1) → 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester (500354-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: H₂ / Pd-C / methanol

3: BOP; EtN(iPr)2 / dimethylformamide

With 1H-imidazole; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1246/cl.2002.1098

Reference yield:

(S)-5,2',2'-Trimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester (334832-21-2) → 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester (500354-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / CHCl₃

2: imidazole / dimethylformamide

3: H₂ / Pd-C / methanol

4: BOP; EtN(iPr)2 / dimethylformamide

With 1H-imidazole; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1246/cl.2002.1098

Reference yield:

2-((S)-1-Benzyloxycarbonylamino-2-hydroxy-ethyl)-5-methyl-oxazole-4-carboxylic acid methyl ester → 2-[1-(2-tert-butoxycarbonylamino-3-hydroxy-3-methyl-butyrylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester (500354-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: H₂ / Pd-C / methanol

3: BOP; EtN(iPr)2 / dimethylformamide

With 1H-imidazole; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1246/cl.2002.1098

upstream raw materials:

N-(tert-butoxycarbonyl)-3-hydroxy-L-valine

tert-butylchlorodiphenylsilane

(S)-5,2',2'-Trimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester

2-[1-benzyloxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester

Downstream raw materials:

C₆₅H₈₇N₅O₁₂Si₃

4-[1-(2-(tert-butyl-diphenyl-silanyloxy)-1-{4-[2-(tert-butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5-methyl-oxazol-2-yl}-ethylcarbamoyl)-2-hydroxy-2-methyl-propylcarbamoyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

2-[(S)-1-{(S)-2-[((S)-3-Benzyloxycarbonyl-2,2-dimethyl-oxazolidine-4-carbonyl)-amino]-3-hydroxy-3-methyl-butyrylamino}-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-oxazole-4-carboxylic acid methyl ester

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