3-Phenylpropane-1-sulfonyl chloride → HCID 86585047, compound

HRID 1264395Notes

Reaction equation

HRID 1264395 reaction equation
[CH2:1]([O:3][C:4](=[O:34])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:33])[CH2:13][N:14]([C:16]([C@@H:18]2[CH2:22][C@@H:21]([S:23]CC3C=CC(OC)=CC=3)[CH2:20][NH:19]2)=[O:17])[CH3:15])=[CH:7][CH:6]=1)[CH3:2].[C:35]1([CH2:41][CH2:42][CH2:43][S:44](Cl)(=[O:46])=[O:45])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>>[CH2:1]([O:3][C:4](=[O:34])[C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12](=[O:33])[CH2:13][N:14]([C:16]([C@@H:18]2[CH2:22][C@@H:21]([SH:23])[CH2:20][N:19]2[S:44]([CH2:43][CH2:42][CH2:41][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)(=[O:46])=[O:45])=[O:17])[CH3:15])=[CH:9][CH:10]=1)[CH3:2]

Participants

3

Reactant 2

HCID 125746313-Phenylpropane-1-sulfonyl chlorideHCID 70002487HCID 70002487, compound

Product 1

HCID 86585047HCID 86585047, compound

Procedure

Analogously, (2S,4R)-4-(2-[[4-(4-Methoxy-benzylsulfanyl)-pyrrolidine-2-carbonyl]-methyl-amino]-acetylamino)-benzoic acid ethyl ester was treated with 3-Phenyl-propane-1-sulfonyl chloride folowed by deprotection according to 8.1. to give (2S,4R)-4-[2-[[4-Mercapto-1-(3-phenyl-propane-1-sulfonyl)-pyrrolidine-2-carbonyl]-methyl-amino]-acetylamino]-benzoic acid ethyl ester as colorless foam MS: 548 (MH+).

Sources & evidence

ORD record
ord-8c56a12733994f6dbb83032667d93151
Source dataset
uspto-grants-2003_04
Patent number
US06541638B2

Reaction notes

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