2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

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Chemical Name:2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide
CAS No.:710321-71-4
Molecular Formula:C₂₂H₂₈ClN₃O₆S
Molecular Weight:498
Hs Code.:

Synonyms:2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

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Chemical Property of 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

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Technology Process of 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

There total 5 articles about 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide 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: 18.6%

: 710322-75-1
N-(5-allyloxy-pyrazin-2-yl)-2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionamide

: 710321-71-4
2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

Guidance literature:: With hydroquinine 1,4-phthalazinediyl diether; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 25 ℃; for 0.0833333h;

N-(5-allyloxy-pyrazin-2-yl)-2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionamide; With osmium(VIII) oxide; In water; toluene; tert-butyl alcohol; for 2.08333h;

Reference yield:

: 710322-72-8
5-allyloxy-pyrazine-2-carboxylic acid potassium salt

: 710321-71-4
2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: diphenyl phosphoryl azide / N,N-dimethyl-formamide / 18 h / 25 °C / Inert atmosphere

1.2: Inert atmosphere; Reflux

2.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 2.25 h / 0 - 25 °C / Inert atmosphere

3.2: 0 - 25 °C / Inert atmosphere

4.1: potassium hexacyanoferrate(III); potassium carbonate; osmium(VIII) oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine / water; tert-butyl alcohol; toluene / 0 °C / Inert atmosphere

4.2: 0.5 h / Inert atmosphere

With osmium(VIII) oxide; oxalyl dichloride; diphenyl phosphoryl azide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; trifluoroacetic acid; potassium hexacyanoferrate(III); In dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/ml400027y

Reference yield:

: 300356-14-3
(R)-2-(3-chloro-4-(methylsulfonyl)phenyl)-3-cyclopentylpropanoic acid

: 710321-71-4
2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(2(S),3-dihydroxy-propoxy)-pyrazin-2-yl]-propionamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 2.25 h / 0 - 25 °C / Inert atmosphere

1.2: 0 - 25 °C / Inert atmosphere

2.1: potassium hexacyanoferrate(III); potassium carbonate; osmium(VIII) oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine / water; tert-butyl alcohol; toluene / 0 °C / Inert atmosphere

2.2: 0.5 h / Inert atmosphere

With osmium(VIII) oxide; oxalyl dichloride; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/ml400027y