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

HRID 14077

反応式

HRID 14077 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-92306b3288f94584930245ab3ab8e0d5
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

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