Hexane → methyl O-benzyl-N-(tert-butoxycarbonyl)homoserinate

HRID 348868ノート

反応式

HRID 348868 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][C@@H:11]([C:20]([OH:22])=[O:21])[NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][Si](C=[N+]=[N-])(C)C.CCCCCC>CO.C1C=CC=CC=1>[CH2:1]([O:8][CH2:9][CH2:10][C@@H:11]([C:20]([O:22][CH3:23])=[O:21])[NH:12][C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 15058464O-Benzyl-N-(tert-butoxycarbonyl)-L-homoserine

生成物 1

HCID 54564501methyl O-benzyl-N-(tert-butoxycarbonyl)homoserinate

試薬・触媒・溶媒 1

HCID 21927730Benzene methanol溶媒

実験手順

To O-benzyl-N-(tert-butoxycarbonyl)homoserine (5.8 g, 18.9 mmol) in 20% methanol/benzene (72 mL) is added 2M trimethylsilyldiazomethane in hexane (12.3 mL, 24.5 mmol), and the reaction stirred at room temperature 1.5 h. The solution is concentrated under reduced pressure to give the title compound in pure form. ESI MS m/z 324.2 [M+H]+.

後処理

  1. concentrationThe solution is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-f96bd220ed3f44c9947b29cbacf8e95c
出典データセット
uspto-grants-2007_02
特許番号
US07176242B2

反応ノート

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