3-Oxetanone → HCID 46946813, compound

HRID 1697504Notes

Reaction equation

HRID 1697504 reaction equation
Cl.[C:2]([CH2:4][NH:5][C:6]([C@@H:8]1[CH2:12][C@@H:11]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])(=[O:15])=[O:14])[CH2:10][NH:9]1)=[O:7])#[N:3].[O:23]1[CH2:26][C:25](=O)[CH2:24]1>>[C:2]([CH2:4][NH:5][C:6]([C@@H:8]1[CH2:12][C@@H:11]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])(=[O:14])=[O:15])[CH2:10][N:9]1[CH:25]1[CH2:26][O:23][CH2:24]1)=[O:7])#[N:3]

Participants

3

Reactant 2

HCID 150242543-OxetanoneHCID 86646813HCID 86646813, compound

Product 1

HCID 46946813HCID 46946813, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid cyanomethyl-amide hydrochloride from experiment K1 was reductively aminated with oxetane-3-one (prepared according to G. Wuitschik et al., Angewandte Chemie, International Edition (2006), 45(46), 7736) in analogy to experiment L3 to give to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-oxetan-3-yl-pyrrolidine-2-carboxylic acid cyanomethyl-amide as a colorless foam. MS: 384.1 [M+H]+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-bc2a5ca4f24747a9ba0eada14dd13628
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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