Trifluoroacetic acid → [(3S,4R)-4-(4-Chloro-phenyl)-1-(piperidine-4-carbonyl)-pyrrolidin-3-yl]-isopropyl-carbamic acid 4-fluoro-phenyl ester

HRID 527486노트

반응식

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([N:16]2[CH2:20][C@@H:19]([N:21]([C:25]([O:27][C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[O:26])[CH:22]([CH3:24])[CH3:23])[C@H:18]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>>[F:34][C:31]1[CH:32]=[CH:33][C:28]([O:27][C:25](=[O:26])[N:21]([C@H:19]2[C@H:18]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[CH2:17][N:16]([C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:15])[CH2:20]2)[CH:22]([CH3:23])[CH3:24])=[CH:29][CH:30]=1

참가 물질

반응물 2

HCID 6422Trifluoroacetic acid

HCID 583126544-{(3R,4S)-3-(4-Chloro-phenyl)-4-[(4-fluoro-phenoxycarbonyl)-isopropyl-amino]-pyrrolidine-1-carbonyl}-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 58312670[(3S,4R)-4-(4-Chloro-phenyl)-1-(piperidine-4-carbonyl)-pyrrolidin-3-yl]-isopropyl-carbamic acid 4-fluoro-phenyl ester

실험 절차

In analogy to the procedure described for the synthesis of [(3R,4S)-4-(4-Chloro-phenyl)-1-(piperidine-4-carbonyl)-pyrrolidin-3-yl]-ethyl-carbamic acid 4-fluoro-phenyl ester the title compound was prepared from 4-{(3R,4S)-3-(4-Chloro-phenyl)-4-[(4-fluoro-phenoxycarbonyl)-isopropyl-amino]-pyrrolidine-1-carbonyl}-piperidine-1-carboxylic acid tert-butyl ester through cleavage of the protecting group with TFA. The title compound was obtained as off-white foam. MS m/e: 488.3 [M+H]+.

출처 및 근거

ORD 기록: ord-4c9e36ec9def4bdc914b7965fc2af890
출처 데이터셋: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09346786B2

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