Oxalyl chloride → (RS)-2-[[2-[(Benzyloxy)carbonyl]-3-phenylpropyl]sulfonyl]-2-methylpropionyl chloride

HRID 275595ノート

反応式

HRID 275595 の反応式
[CH2:1]([O:8][C:9]([CH:11]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:12][S:13]([C:16]([CH3:21])([CH3:20])[C:17](O)=[O:18])(=[O:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:32])=O>O1CCCC1>[CH2:1]([O:8][C:9]([CH:11]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:12][S:13]([C:16]([CH3:21])([CH3:20])[C:17]([Cl:32])=[O:18])(=[O:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 65578Oxalyl chlorideHCID 20088400(RS)-2-[[2-[(benzyloxy)carbonyl]-3-phenylpropyl]sulfonyl]-2-methylpropionic acid

生成物 1

HCID 20088482(RS)-2-[[2-[(Benzyloxy)carbonyl]-3-phenylpropyl]sulfonyl]-2-methylpropionyl chloride

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1.0 g (2.5 mmol) of (RS)-2-[[2-[(benzyloxy)carbonyl]-3-phenylpropyl]sulfonyl]-2-methylpropionic acid and 1.07 ml (12.5 mmol) of oxalyl chloride in 2 ml of tetrahydrofuran was heated at 500 for 18 hours. Thereafter, the reaction solution was evaporated under reduced pressure. The residue was taken up twice in 30 ml of toluene each time and again evaporated under reduced pressure each time. (RS)-2-[[2-[(Benzyloxy)carbonyl]-3-phenylpropyl]sulfonyl]-2-methylpropionyl chloride was obtained as a yellowish oil in quantitative yield and was used in the following step without purification and characterization.

後処理

  1. customThereafter, the reaction solution was evaporated under reduced pressure
  2. customagain evaporated under reduced pressure each time

出典と根拠

ORDレコード
ord-ed65233ffb6143ccac2acb29d78e9652
出典データセット
uspto-grants-1995_02
特許番号
US05393875

反応ノート

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