Benzeneacetamide, 3-chloro-alpha-(cyclopentylmethyl)-N-(5-((1S)-1,2-dihydroxyethyl)-2-pyrazinyl)-4-(methylsulfonyl)-, (alphaR)-

Base Information

• Chemical Name: Benzeneacetamide, 3-chloro-alpha-(cyclopentylmethyl)-N-(5-((1S)-1,2-dihydroxyethyl)-2-pyrazinyl)-4-(methylsulfonyl)-, (alphaR)-
• CAS No.: 710321-76-9
• Molecular Formula: C₂₁H₂₆ClN₃O₅S
• Molecular Weight: 467.974
• UNII: I655N5I88O
• ChEMBL ID: CHEMBL2338347
• Mol file: 710321-76-9.mol

Synonyms:RO4597014;I655N5I88O;UNII-I655N5I88O;CHEMBL2338347;RO-4597014;710321-76-9;Benzeneacetamide, 3-chloro-alpha-(cyclopentylmethyl)-N-(5-((1S)-1,2-dihydroxyethyl)-2-pyrazinyl)-4-(methylsulfonyl)-, (alphaR)-;SCHEMBL1445792;MGXHZTQMLYFNMR-CRAIPNDOSA-N;GLXC-25386;BDBM50428287;(2R)-2-(3-chloro-4-methylsulfonylphenyl)-3-cyclopentyl-N-[5-[(1S)-1,2-dihydroxyethyl]pyrazin-2-yl]propanamide;2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(1 (S),2-dihydroxy-ethyl)-pyrazin-2-yl]-propionamide;2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(1(S),2-dihydroxy-ethyl)-pyrazin-2-yl]-propionamide;BENZENEACETAMIDE, 3-CHLORO-.ALPHA.-(CYCLOPENTYLMETHYL)-N-(5-((1S)-1,2-DIHYDROXYETHYL)-2-PYRAZINYL)-4-(METHYLSULFONYL)-, (.ALPHA.R)-

Chemical Property of Benzeneacetamide, 3-chloro-alpha-(cyclopentylmethyl)-N-(5-((1S)-1,2-dihydroxyethyl)-2-pyrazinyl)-4-(methylsulfonyl)-, (alphaR)-

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 467.1281698
• Heavy Atom Count: 31
• Complexity: 698

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)C1=C(C=C(C=C1)C(CC2CCCC2)C(=O)NC3=NC=C(N=C3)C(CO)O)Cl
• Isomeric SMILES: CS(=O)(=O)C1=C(C=C(C=C1)[C@@H](CC2CCCC2)C(=O)NC3=NC=C(N=C3)[C@@H](CO)O)Cl

Technology Process of Benzeneacetamide, 3-chloro-alpha-(cyclopentylmethyl)-N-(5-((1S)-1,2-dihydroxyethyl)-2-pyrazinyl)-4-(methylsulfonyl)-, (alphaR)-

There total 10 articles about Benzeneacetamide, 3-chloro-alpha-(cyclopentylmethyl)-N-(5-((1S)-1,2-dihydroxyethyl)-2-pyrazinyl)-4-(methylsulfonyl)-, (alphaR)- 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: 88.0%

2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pyrazin-2-yl]propionamide → (R)-2-(3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-((S)-1,2-dihydroxy-ethyl)-pyrazin-2-yl]-propionamide (710321-76-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 25 ℃; for 16.25h;

Reference yield:

2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-(5-vinyl-pyrazin-2-yl)propionamide (710322-80-8) → (R)-2-(3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-((S)-1,2-dihydroxy-ethyl)-pyrazin-2-yl]-propionamide (710321-76-9)

Guidance literature:

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

2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-(5-vinyl-pyrazin-2-yl)propionamide; With osmium(VIII) oxide; In water; toluene; tert-butyl alcohol; for 18h;

Reference yield:

(R)-2-(3-chloro-4-(methylsulfonyl)phenyl)-3-cyclopentylpropanoic acid (300356-14-3) → (R)-2-(3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-((S)-1,2-dihydroxy-ethyl)-pyrazin-2-yl]-propionamide (710321-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

2.1: pyridine / dichloromethane / 2.25 h / 0 - 20 °C

3.1: hydrogenchloride / water; tetrahydrofuran / 2.5 h / 50 °C

3.2: 60 °C

With pyridine; hydrogenchloride; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

upstream raw materials:

2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-(5-vinyl-pyrazin-2-yl)propionamide

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

N-[5-(1(S),2-dihydroxyethyl)-pyrazin-2-yl]-2,2-dimethyl-propionamide

N-[5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pyrazin-2-yl]-2,2-dimethyl-propionamide