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

Base Information

• Chemical Name: *,R^*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate
• CAS No.: 101250-27-5
• Molecular Formula: C₂₁H₃₁N₃O₄S
• Molecular Weight: 421.561

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 5 articles about *,R^*)>-phenylmethyl 2-<<<1-<<(2-amino-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:

(S)-2-(2-Methylpropyl)-aziridine (23852-57-5) → *,R*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-27-5)

Guidance literature:

Multi-step reaction with 5 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

4: 56 percent / trifluoroacetic acid (TFA) / 0 °C

5: 1.) Et₃N, methyl chloroformate, 2.) NH₃ gas / 1.) CH₂Cl₂, -5 deg C, 2.) CH₂Cl₂, 25 deg C, 18 h

With hydrogen sulfide; ammonia; benzotriazol-1-ol; triethylamine; methyl chloroformate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In ethanol;

DOI:10.1021/jm00156a012

Reference yield:

<2S-(R*,R*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-23-1) → *,R*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-27-5)

Guidance literature:

With ammonia; triethylamine; methyl chloroformate; Yield given. Multistep reaction; 1.) CH₂Cl₂, -5 deg C, 2.) CH₂Cl₂, 25 deg C, 18 h;

DOI:10.1021/jm00156a012

Reference yield:

(S)-2-amino-4-methyl-1-pentanethiol (88264-65-7) → *,R*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101250-27-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 43 percent / NH₃ liquid

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

3: 56 percent / trifluoroacetic acid (TFA) / 0 °C

4: 1.) Et₃N, methyl chloroformate, 2.) NH₃ gas / 1.) CH₂Cl₂, -5 deg C, 2.) CH₂Cl₂, 25 deg C, 18 h

With ammonia; benzotriazol-1-ol; triethylamine; methyl chloroformate; dicyclohexyl-carbodiimide; trifluoroacetic acid;

DOI:10.1021/jm00156a012

upstream raw materials:

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

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

(S)-2-amino-4-methyl-1-pentanethiol

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

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