Ammonia → (8S)-8-hydroxyhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

HRID 2074859ノート

反応式

HRID 2074859 の反応式
Cl[CH2:2][C:3]([N:5]1[CH2:13][CH2:12][C@H:11]([OH:14])[C@H:6]1[C:7](OC)=[O:8])=[O:4].[NH3:15]>CO>[OH:14][C@@H:11]1[CH:6]2[C:7](=[O:8])[NH:15][CH2:2][C:3](=[O:4])[N:5]2[CH2:13][CH2:12]1

参加物

4

反応物 2

HCID 222AmmoniaHCID 59215866methyl (3S)-1-(chloroacetyl)-3-hydroxy-L-prolinate

生成物 1

HCID 59215828(8S)-8-hydroxyhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

A mixture of methyl (3S)-1-(chloroacetyl)-3-hydroxy-L-prolinate (D69, 1.48 g, 6.7 mmol) in 10 ml of MeOH and 60 ml of a saturated solution of NH3 in MeOH was stirred for 48 h at rt. The solvent was evaporated under reduced pressure, to afford a solid. Analysis indicated this to be the title compound as a pair of diastereoisomers. After a short chromatography column (CHCl3/MeOH 8/2 as eluent) the title compound was isolated as a foamy solid (1 g). Yield 88%.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. customto afford a solid

出典と根拠

ORDレコード
ord-733b94fc723d4c2ea99ba4818eba11f4
出典データセット
uspto-grants-2011_04
特許番号
US07919491B2

反応ノート

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