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

Base Information

• Chemical Name: *,R^*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate hydrochloride
• CAS No.: 101250-21-9
• Molecular Formula: C₂₁H₃₃N₃O₃S*ClH
• Molecular Weight: 444.038

Synonyms:

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

Chemical Property:

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

There total 7 articles about *,R^*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate hydrochloride 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: 79.0%

→ *,R*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate hydrochloride (101250-21-9)

Guidance literature:

Reference yield:

(S)-2-(2-Methylpropyl)-aziridine (23852-57-5) → *,R*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate hydrochloride (101250-21-9)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 43 percent / NH₃ liquid

3: 1.) 5A molecular sieves, 2.) bromocresol, NaCNBH₃, HCl gas / 1.) THF, overnight, 2.) EtOH, 25 deg C, 2 d

4: 44 percent / trifluoroacetic acid (TFA)

5: 2.) isobutyl chloroformate, 3.) NH₃

6: HCl

With hydrogenchloride; 5A molecular sieve; 2-bromo-6-methylphenol; hydrogen sulfide; ammonia; sodium cyanoborohydride; trifluoroacetic acid; isobutyl chloroformate; In ethanol;

DOI:10.1021/jm00156a012

Reference yield:

[S-(R*,R*)]-2-[[[1-[[(2-Amino-2-oxoethyl)thio]methyl]-3-methylbutyl][(1,1-Dimethylethoxy)carbonyl]amino]methyl]-1-[pyrrolidine]carboxylic acid, phenylmethyl ester (101250-68-4) → *,R*)>-phenylmethyl 2-<<<1-<<(2-amino-2-oxoethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate hydrochloride (101250-21-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jm00156a012

upstream raw materials:

[S-(R*,R*)]-2-[[[1-[[(2-Amino-2-oxoethyl)thio]methyl]-3-methylbutyl][(1,1-Dimethylethoxy)carbonyl]amino]methyl]-1-[pyrrolidine]carboxylic acid, phenylmethyl ester

(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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