N-acetyl-4-azido-2-hydroxymethylpyrrolidine → 1-((2S,4S)-4-Amino-2-(hydroxymethyl)pyrrolidin-1-yl)ethanone

HRID 1723903ノート

反応式

HRID 1723903 の反応式
[C:1]([N:4]1[CH2:8][CH:7]([N:9]=[N+]=[N-])[CH2:6][CH:5]1[CH2:12][OH:13])(=[O:3])[CH3:2].[H][H]>[Pd].CO>[C:1]([N:4]1[CH2:8][C@@H:7]([NH2:9])[CH2:6][C@H:5]1[CH2:12][OH:13])(=[O:3])[CH3:2]

参加物

5

反応物 2

HCID 23078017N-acetyl-4-azido-2-hydroxymethylpyrrolidineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 450861111-((2S,4S)-4-Amino-2-(hydroxymethyl)pyrrolidin-1-yl)ethanone収率 89.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

92.4 g of 10% Pd—C was added to a solution of 534 g of N-acetyl-4-azido-2-hydroxymethylpyrrolidine and 2.6 L of methanol, and this was hydrogenated (30 hours) at a normal pressure until the raw material disappeared, while the atmosphere in the container was substituted for hydrogen gas every one hour. After filtration, the solution was concentrated under reduced pressure to obtain 411 g of (2S, 4S)-N-acetyl-4-amino-2-hydroxymethylpyrrolidine, more specifically, (2S,4S)-(−)-1-acetyl-4-amino-2-hydroxymethyl-pyrrolidine as an oil.

後処理

  1. customthis was hydrogenated (30 hours)
  2. filtrationAfter filtration
  3. concentrationthe solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-143e67eac0974e3298c6e852043e833f
出典データセット
uspto-grants-2009_02
特許番号
US07485665B2

反応ノート

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