5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

Base Information

Chemical Name:5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide
CAS No.:710322-37-5
Molecular Formula:C₂₄H₃₁ClN₄O₅S
Molecular Weight:523.053
Hs Code.:

Synonyms:5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

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Chemical Property of 5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

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Technology Process of 5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

There total 5 articles about 5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide 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: 73.0%

: 710322-36-4
5-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid

: 39684-28-1
O-(tert-butyl)hydroxylamine hydrochloride

: 710322-37-5
5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

Guidance literature:: 5-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 25 ℃; for 2.5h;

O-(tert-butyl)hydroxylamine hydrochloride; With pyridine; In tetrahydrofuran; dichloromethane; at 0 - 25 ℃; for 3h;

Reference yield:

: 169335-50-6
5-chloropyrazine-2-carboxylic acid tert-butyl ester

: 710322-37-5
5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver fluoride / acetonitrile / Inert atmosphere

1.2: Inert atmosphere

2.1: Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 1.08 h / 20 °C / Inert atmosphere

4.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

4.2: 2.75 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; silver fluoride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ml400027y

Reference yield:

: 710322-35-3
5-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tertbutyl ester

: 710322-37-5
5-[2(R)-(3-chloro-4-methanesulfonylphenyl)-3-cyclopentyl-propionylamino]-pyrazine-2-carboxylic acid tert-butoxy-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 1.08 h / 20 °C / Inert atmosphere

2.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

2.2: 2.75 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml400027y