Benzyl 2,5-dioxopyrrolidine-1-carboxylate → trans-Benzyl 3-hydroxycyclopentylcarbamate

HRID 271370노트

반응식

HRID 271370 반응식
[OH:1][C@H:2]1[CH2:6][CH2:5][C@H:4]([NH2:7])[CH2:3]1.[CH2:8]([O:15][C:16](N1C(=O)CCC1=O)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(#N)C>[OH:1][C@H:2]1[CH2:6][CH2:5][C@H:4]([NH:7][C:16](=[O:17])[O:15][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1

참가 물질

4

반응물 2

HCID 3826287Benzyl 2,5-dioxopyrrolidine-1-carboxylateHCID 42614395(1S,3S)-3-Aminocyclopentan-1-ol

생성물 1

HCID 59834849trans-Benzyl 3-hydroxycyclopentylcarbamate수율 981.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of crude trans-3-hydroxycyclopentanamine (0.42 g, 4.2 mmol) and N-(benzyloxycarbonyl)succinimide (1.05 g, 0.42 mmol) in acetonitrile (40 ml) was stirred at ambient temperature under nitrogen for 18 hours. The mixture was concentrated under reduced pressure. The residue was taken up in ethyl acetate (150 ml), washed with water (3×75 ml), and brine (50 ml), dried (sodium sulfate), filtered, and the solvent evaporated under reduced pressure to give benzyl (trans-3-hydroxycyclopentyl)carbamate (0.97 g, 98%), as a white solid.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washwashed with water (3×75 ml), and brine (50 ml)
  3. dry with materialdried (sodium sulfate)
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-fb46d788fc814cb2ad333ca1dcf47da3
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452893B2

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