Diethyl Ether → tert-butyl (1S,3S)-3-{[difluoro(4-methylphenyl)acetyl]amino}cyclopentylcarbamate

HRID 271391노트

반응식

HRID 271391 반응식
[NH2:1][C@H:2]1[CH2:6][CH2:5][C@H:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:3]1.[F:15][C:16]([F:29])([C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1)[C:17](OCC)=[O:18].CCOCC.CCCCCC>CCO>[F:15][C:16]([F:29])([C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1)[C:17]([NH:1][C@H:2]1[CH2:6][CH2:5][C@H:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:13])[CH3:12])[CH2:3]1)=[O:18]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 8058HexaneHCID 14888699Ethyl 2,2-difluoro-2-(p-tolyl)acetateHCID 45091937tert-Butyl N-((1S,3S)-3-aminocyclopentyl)carbamate

생성물 1

HCID 59834916tert-butyl (1S,3S)-3-{[difluoro(4-methylphenyl)acetyl]amino}cyclopentylcarbamate수율 42%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of tert-butyl [(1S,3S)-3-aminocyclopentyl]carbamate (1.36 g, 6.8 mmol) and ethyl difluoro(4-methylphenyl)acetate (1.45 g, 6.8 mmol) in EtOH (5 mL) was stirred at reflux for 16 h. The solution was cooled to rt. whereupon it solidified. Et2O (6 mL) and hexane (3 mL) were added and the mixture was stirred for 3 h and the solids collected by filtration, rinsing with Et2O (2 mL), and dried to give the title compound (1.051 g) as a solid; MS=313.4 (M+1-isobutylene).

후처리

  1. temperatureat reflux for 16 h
  2. filtrationthe solids collected by filtration
  3. washrinsing with Et2O (2 mL)
  4. customdried

출처 및 근거

ORD 기록
ord-e8e34dd190884ddc986aaa8d68156ca6
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452893B2

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