Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate → 1-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone

HRID 1666675노트

반응식

HRID 1666675 반응식
[OH:1][C@@H:2]1[CH2:6][N:5]([C:7](=[O:20])[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)[CH2:4][C@H:3]1[NH:21]C(=O)OCC1C=CC=CC=1>CO.[Pd]>[NH2:21][C@H:3]1[C@H:2]([OH:1])[CH2:6][N:5]([C:7](=[O:20])[CH2:8][C:9]2[CH:10]=[CH:11][C:12]([O:15][C:16]([F:17])([F:18])[F:19])=[CH:13][CH:14]=2)[CH2:4]1

참가 물질

4

반응물 1

HCID 57970130Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate

생성물 1

HCID 579701111-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone수율 88.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate (14 g) was dissolved in methanol (140 mL), followed by addition of 5% Pd—C (2.4 g), and the mixture was stirred overnight under hydrogen atmosphere. The catalyst was removed by filtration, and then the filtrate was concentrated under reduced pressure. The precipitated solids were washed with a mixed solvent of isopropyl ether and hexane to obtain the title compound (8.6 g).

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThe precipitated solids were washed with a mixed solvent of isopropyl ether and hexane

출처 및 근거

ORD 기록
ord-ca3b781f031747beb8a64589fb37a102
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044068B2

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