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

Base Information

• Chemical Name: *,R^*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate
• CAS No.: 101250-20-8
• Molecular Formula: C₂₁H₃₂N₂O₄S
• Molecular Weight: 408.562
• Mol file: 101250-20-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about *,R^*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>methyl>-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: 44.0%

[S-(R*,R*)]-2-[[[1-[[[2-(1,1-Dimethylethoxy)-2-oxoethyl]thio]methyl]-3-methylbutyl]amino]methyl]-1-pyrrolidinecarboxylic acid, phenylmethyl ester (101250-67-3) → *,R*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate (101250-20-8)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1021/jm00156a012

Reference yield:

(S)-2-(2-Methylpropyl)-aziridine (23852-57-5) → *,R*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate (101250-20-8)

Guidance literature:

Multi-step reaction with 4 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)

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

DOI:10.1021/jm00156a012

Reference yield:

(S)-2-amino-4-methyl-1-pentanethiol (88264-65-7) → *,R*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>methyl>-1-pyrrolidinecarboxylate (101250-20-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 43 percent / NH₃ liquid

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

3: 44 percent / trifluoroacetic acid (TFA)

With hydrogenchloride; 5A molecular sieve; 2-bromo-6-methylphenol; ammonia; sodium cyanoborohydride; trifluoroacetic acid;

DOI:10.1021/jm00156a012

upstream raw materials:

[S-(R*,R*)]-2-[[[1-[[[2-(1,1-Dimethylethoxy)-2-oxoethyl]thio]methyl]-3-methylbutyl]amino]methyl]-1-pyrrolidinecarboxylic 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

Downstream 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

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

[S-(R*,R*)]-2-[[[1-[[(Carboxymethyl)thio]methyl]-3-methylbutyl][(1,1-dimethylethoxy)carbonyl]amino]methyl]-1-pyrrolidinecarboxylic acid, phenylmethyl ester