HCID 10991787、化合物 → (S)-5-(((tert-Butyldiphenylsilyl)oxy)methyl)dihydrofuran-2(3H)-one

HRID 60765ノート

反応式

HRID 60765 の反応式
[Si:1]([O:18][CH2:19][C@@H:20]1[CH:24]=[CH:23][C:22](=[O:25])[O:21]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.[Pd]>[Si:1]([O:18][CH2:19][C@H:20]1[O:21][C:22](=[O:25])[CH2:23][CH2:24]1)([C:14]([CH3:17])([CH3:15])[CH3:16])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 10991787HCID 10991787、化合物2 回

生成物 1

HCID 11002733(S)-5-(((tert-Butyldiphenylsilyl)oxy)methyl)dihydrofuran-2(3H)-one収率 95.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of (25)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-2H-furan-5-one (compound 40c, 2.8 g, 8.0 mmol) in EtOAc (40 mL) was stirred with 10% palladium on carbon (280 mg) under hydrogen atmosphere overnight. The resulting mixture was filtered and the filtrate was concentrated in vacuo to afford 2.7 g of (5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]tetrahydrofuran-2-one (compound 40d) as a viscous oil. MS obsd. (ESI+) [(M+H)+]: 355.

後処理

  1. filtrationThe resulting mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-a28cb4b042be49d2bf44552651cf3372
出典データセット
uspto-grants-2016_09
特許番号
US09441008B2

反応ノート

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