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

HRID 1723903노트

반응식

HRID 1723903 반응식
[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]

참가 물질

5

반응물 2

HCID 23078017N-acetyl-4-azido-2-hydroxymethylpyrrolidineHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-143e67eac0974e3298c6e852043e833f
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07485665B2

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