Tetrahydro-4H-pyran-4-one → HCID 46946814, compound

HRID 1697505Notes

Reaction equation

HRID 1697505 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[CH2:28][CH2:27][C:26](=O)[CH2:25][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:26]1[CH2:27][CH2:28][O:23][CH2:24][CH2:25]1)=[O:7])#[N:3]

Participants

3

Reactant 2

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 86646813HCID 86646813, compound

Product 1

HCID 46946814HCID 46946814, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid cyanomethyl-amide hydrochloride from experiment K1 was reductively aminated with tetrahydro-4H-pyran-4-one in analogy to experiment L3 to give to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(tetrahydro-pyran-4-yl)-pyrrolidine-2-carboxylic acid cyanomethyl-amide as a colorless oil. MS: 412.1 [M+H]+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-ababa6c355ed4d53ace61039b025cac5
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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