[(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 1447710-19-1
• Molecular Formula: C₁₈H₂₂ClN₃O₄
• Molecular Weight: 379.843
• Mol file: 1447710-19-1.mol

Synonyms:[(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

There total 1 articles about [(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl 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: 67.0%

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid (N-Boc-3-chlorotyrosine) (192315-36-9) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → [(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1447710-19-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 25 ℃; for 24h;

Reference yield: 54.0%

[(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1447710-19-1) + allyl bromide (106-95-6) → [(S)-2-(4-allyloxy-3-chloro-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1447710-20-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 - 40 ℃;

Reference yield:

[(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1447710-19-1) → (S)-3-(4-allyloxy-3-chloro-phenyl)-2-amino-N-(1-cyano-cyclopropyl)-propionamide (1447710-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 - 40 °C

2: formic acid / 16 h / 25 °C

With formic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

upstream raw materials:

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid (N-Boc-3-chlorotyrosine)

1-amino-1-cyclopropanecarbonitrile hydrochloride

Downstream raw materials:

[(S)-2-(4-allyloxy-3-chloro-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

(S)-3-(4-allyloxy-3-chloro-phenyl)-2-amino-N-(1-cyano-cyclopropyl)-propionamide