Carbamic acid, [(1S)-2-[(2S)-2-cyano-1-pyrrolidinyl]-1-[(4-iodophenyl)methyl]-2-oxoethyl ]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-2-[(2S)-2-cyano-1-pyrrolidinyl]-1-[(4-iodophenyl)methyl]-2-oxoethyl ]-, 1,1-dimethylethyl ester
• CAS No.: 680227-80-9
• Molecular Formula: C19H24IN3O3
• Molecular Weight: 469.322
• Mol file: 680227-80-9.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S)-2-[(2S)-2-cyano-1-pyrrolidinyl]-1-[(4-iodophenyl)methyl]-2-oxoethyl ]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S)-2-[(2S)-2-cyano-1-pyrrolidinyl]-1-[(4-iodophenyl)methyl]-2-oxoethyl ]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1S)-2-[(2S)-2-cyano-1-pyrrolidinyl]-1-[(4-iodophenyl)methyl]-2-oxoethyl ]-, 1,1-dimethylethyl 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:

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) + (2S)-pyrrolidine-2-carbonitrile (204387-53-1) → [(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4-iodo-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (680227-80-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2005.09.037

Reference yield:

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4-iodo-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (680227-80-9) → (S)-1-[(S)-2-Amino-3-(2,4-difluoro-phenyl)-propionyl]-pyrrolidine-2-carbonitrile

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(OAc)2; Na₂CO₃

2: TFA; thioanisole / CH₂Cl₂

With palladium diacetate; methyl-phenyl-thioether; sodium carbonate; trifluoroacetic acid; In dichloromethane; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2005.09.037

Reference yield:

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4-iodo-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (680227-80-9) → (S)-1-((S)-2-amino-3-(biphenyl-4-yl)propanoyl) pyrrolidine-2-carbonitrile

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(OAc)2; Na₂CO₃

2: TFA; thioanisole / CH₂Cl₂

With palladium diacetate; methyl-phenyl-thioether; sodium carbonate; trifluoroacetic acid; In dichloromethane; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2005.09.037

upstream raw materials:

N-Boc-4-I-Phe-OH

(2S)-pyrrolidine-2-carbonitrile

Downstream raw materials:

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4-furan-2-yl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4'-fluoro-biphenyl-4-ylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(2'-fluoro-biphenyl-4-ylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(3',4'-dimethoxy-biphenyl-4-ylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester