(S)-2-MercaptoMethyl-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-2-MercaptoMethyl-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 101250-73-1
• Molecular Formula: C13H17NO2S
• Molecular Weight: 251.34458
• Mol file: 101250-73-1.mol

Synonyms:(S)-2-MercaptoMethyl-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (S)-2-MercaptoMethyl-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

• PSA: 68.34000
• LogP: 2.65530

Purity/Quality:

97% ^*data from raw suppliers

(S)-Benzyl2-(mercaptomethyl)pyrrolidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-MercaptoMethyl-pyrrolidine-1-carboxylic acid benzyl ester

There total 3 articles about (S)-2-MercaptoMethyl-pyrrolidine-1-carboxylic acid benzyl 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: 78.0%

(S)-2-iodomethyl-pyrrolidine-1-carboxylic acid benzyl ester (172885-53-9) → (S)-phenylmethyl 2-(mercaptomethyl)-1-pyrrolidinecarboxylate (101250-73-1,104379-90-0)

Guidance literature:

(S)-2-iodomethyl-pyrrolidine-1-carboxylic acid benzyl ester; With sodium trithiocarbonate; In 1,4-dioxane; at 50 ℃; for 1.5h;

With hydrogenchloride; In 1,4-dioxane; water;

DOI:10.1080/00397911.2011.595522

Reference yield:

(S)-2-Acetylsulfanylmethyl-pyrrolidine-1-carboxylic acid benzyl ester (101250-72-0) → (S)-phenylmethyl 2-(mercaptomethyl)-1-pyrrolidinecarboxylate (101250-73-1,104379-90-0)

Guidance literature:

With hydrazine hydrate; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1021/jm00156a012

Reference yield:

N-Cbz-Prolinol (6216-63-3) → (S)-phenylmethyl 2-(mercaptomethyl)-1-pyrrolidinecarboxylate (101250-73-1,104379-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / triphenylphosphine, diisopropyl azodicarboxylate (DIAD) / tetrahydrofuran / 18 h / 25 °C

2: hydrazine hydrate / acetonitrile / 0.5 h / 50 °C

With di-isopropyl azodicarboxylate; hydrazine hydrate; triphenylphosphine; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00156a012

upstream raw materials:

(S)-2-Acetylsulfanylmethyl-pyrrolidine-1-carboxylic acid benzyl ester

N-Cbz-Prolinol

(S)-2-iodomethyl-pyrrolidine-1-carboxylic acid benzyl ester

Downstream raw materials:

*,R^*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt