2,2,2-Trifluoroethanol → (R)-2-amino-1-(3,3-difluoro-azetidin-1-yl)-propan-1-one

반응식

C(OC(=O)[NH:7][C@H:8]([CH3:17])[C:9]([N:11]1[CH2:14][C:13]([F:16])([F:15])[CH2:12]1)=[O:10])(C)(C)C.FC(F)(F)CO>>[NH2:7][C@H:8]([CH3:17])[C:9]([N:11]1[CH2:14][C:13]([F:16])([F:15])[CH2:12]1)=[O:10]

참가 물질

반응물 2

HCID 64092,2,2-Trifluoroethanol

HCID 71279993[(R)-2-(3,3-difluoro-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

생성물 1

HCID 86677900(R)-2-amino-1-(3,3-difluoro-azetidin-1-yl)-propan-1-one수율 97.1%

반응 조건

온도: 150 °C

실험 절차

A 5 ml microwave vial was charged with [(R)-2-(3,3-difluoro-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (170 mg, 0.64 mmol) and 2,2,2-trifluoroethanol (2.4 ml, 32.9 mmol). The vial was flushed with argon, sealed and heated at 150° C. under microwave irradiation for 3 h. The reaction mixture was concentrated to afford 102 mg (97%) of (R)-2-amino-1-(3,3-difluoro-azetidin-1-yl)-propan-1-one as a brown oil which was used without further purification.

후처리

customThe vial was flushed with argon
customsealed
concentrationThe reaction mixture was concentrated

출처 및 근거

ORD 기록: ord-3be26b08e6964524a813bf5c3beabb8c
출처 데이터셋: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08658646B2

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