*,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

Base Information

• Chemical Name: *,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate
• CAS No.: 101250-60-6
• Molecular Formula: C₂₅H₃₈N₂O₅S
• Molecular Weight: 478.653

Synonyms:*,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

Chemical Property of *,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

Chemical Property:

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Technology Process of *,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

There total 4 articles about *,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate 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: 77.0%

(S)-1,1-dimethylethyl <(2-amino-4-methylpentyl)thio>acetate (101250-59-3) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → *,R*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-60-6)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; at 0 ℃; for 72h;

DOI:10.1021/jm00156a012

Reference yield:

(S)-2-(2-Methylpropyl)-aziridine (23852-57-5) → *,R*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / H₂S / ethanol / -78 - 25 °C

2: 43 percent / NH₃ liquid

3: 77 percent / 1H-benzotriazol-1-ol (HOBT), DCC / 72 h / 0 °C

With hydrogen sulfide; ammonia; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethanol;

DOI:10.1021/jm00156a012

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → *,R*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / NH₃ liquid

2: 77 percent / 1H-benzotriazol-1-ol (HOBT), DCC / 72 h / 0 °C

With ammonia; benzotriazol-1-ol; dicyclohexyl-carbodiimide;

DOI:10.1021/jm00156a012

upstream raw materials:

(S)-1,1-dimethylethyl <(2-amino-4-methylpentyl)thio>acetate

N-Benzyloxycarbonyl-L-proline

bromoacetic acid tert-butyl ester

(S)-2-(2-Methylpropyl)-aziridine

Downstream raw materials:

*,R^*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)sulfonyl>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

*,R^*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

(S)-2-((S)-1-tert-Butoxycarbonylmethanesulfonylmethyl-3-methyl-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

<2S-(R^*,R^*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate

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