trans-Benzyl 3-(tert-butoxycarbonylamino)-4-fluoropyrrolidine-1-carboxylate → tert-Butyl ((3R,4R)-4-fluoropyrrolidin-3-yl)carbamate

HRID 928195노트

반응식

HRID 928195 반응식
[C:1]([O:5][C:6]([NH:8][C@H:9]1[C@H:13]([F:14])[CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[F:14][C@@H:13]1[CH2:12][NH:11][CH2:10][C@H:9]1[NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4]

참가 물질

4

반응물 1

HCID 118084929trans-Benzyl 3-(tert-butoxycarbonylamino)-4-fluoropyrrolidine-1-carboxylate

생성물 1

HCID 58006941tert-Butyl ((3R,4R)-4-fluoropyrrolidin-3-yl)carbamate수율 89%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of (3R,4R)-benzyl 3-((tert-butoxycarbonyl)amino)-4-fluoropyrrolidine-1-carboxylate (3.0 g, 8.8 mmol) in MeOH (50 mL) was added wet Pd/C (0.3 g, 10%) under nitrogen. The suspension was degassed under vacuum and purged with hydrogen three times. The resulting mixture was stirred at rt under hydrogen balloon for 3 hr. The reaction mixture was filtered and the filtrate was concentrated to afford the title compound (1.6 g, 88% yield) as light yellow oil that solidified on standing.

후처리

  1. customThe suspension was degassed under vacuum
  2. custompurged with hydrogen three times
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-9c708ef449754d64962de28bb1b2c5b6
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290496B2

반응 노트

불러오는 중…