Formamide → 4-hydroxy-N-methylproline

HRID 9940

反応式

HRID 9940 の反応式
[CH2:1]1[C@@H:5]([C:6]([OH:8])=[O:7])[NH:4][CH2:3][C@@H:2]1[OH:9].[CH:10](N)=O.[H][H]>[Pd].O.C(O)C>[OH:9][C@H:2]1[CH2:3][N:4]([CH3:10])[C@H:5]([C:6]([OH:8])=[O:7])[CH2:1]1

参加物

7

反応物 3

HCID 713FormamideHCID 5810L-HydroxyprolineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 117687004-hydroxy-N-methylproline収率 92.1%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A suspension of (2S,4R)-trans-4-hydroxyproline (5 g), 37% aqueous formamide solution (4.6 g) and 7.5% palladium on charcoal (53% water content, 3.2 g) in water (15 mL) was stirred at room temperature in an atmosphere of high-pressure hydrogen for 10 hours. After removing the palladium on charcoal by filtration, the water of the filtrate was removed by distillation under reduced pressure. The solid residue thus obtained was suspended and stirred in ethanol (25 mL). The crystals which precipitated were collected by filtration to give the title compound (5.1 g, yield 92%).

後処理

  1. customAfter removing the palladium on charcoal
  2. filtrationby filtration
  3. customthe water of the filtrate was removed by distillation under reduced pressure
  4. customThe solid residue thus obtained
  5. customThe crystals which precipitated
  6. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-9c8bc77dc55d4a88890aa30b737c9dda
出典データセット
uspto-grants-2006_08
特許番号
US07091363B2

関連ノート

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