Lawesson's reagent → (2S,4R)-methyl 4-(2-chlorophenylsulfonyl)-1-(3-oxobutanethioyl)pyrrolidine-2-carboxylate

反応式

[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])(=[O:12])=[O:11])[CH2:7][N:6]1[C:20](=O)[CH2:21][C:22](=[O:24])[CH3:23])=[O:4].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])(=[O:12])=[O:11])[CH2:7][N:6]1[C:20](=[S:35])[CH2:21][C:22](=[O:24])[CH3:23])=[O:4]

参加物

反応物 2

HCID 87949Lawesson's reagent

HCID 86646819(2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

生成物 1

HCID 86646820(2S,4R)-methyl 4-(2-chlorophenylsulfonyl)-1-(3-oxobutanethioyl)pyrrolidine-2-carboxylate

実験手順

In analogy to the procedure described in example 192 g, (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with Lawesson's reagent to give the title compound as red solid. MS (ESI): m/z=404.1 [M+H]+.

出典と根拠

ORDレコード: ord-15d165ebc3e946c9841247a7879e6f47
出典データセット: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08163793B2

反応ノート

読み込み中…