Trifluoroacetic acid → tert-Butyl (2S)-2-[(1R,2R)-3-{[(2S)-3,3-dimethyl-1-(1,2-oxazinan-2-yl)-1-oxobutan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidine-1-carboxylate

HRID 1022520노트

반응식

HRID 1022520 반응식
[C:1]([O:5][C:6](=[O:24])[NH:7][C@@H:8]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20]C=1)C(N1CCCCO1)=O)([CH3:4])([CH3:3])[CH3:2].[C:25]([O:29]C(N[C@H](C(O)=O)C(C)(C)C)=O)(C)(C)C.F[C:42](F)(F)C(O)=O.C(O[C:56]([NH:58][C@H:59]([C:63]([N:65](C)[C@@H:66]([C@@H](C)CC)[C@H:67](OC)[CH2:68][C:69]([O:71]C(C)(C)C)=O)=[O:64])[CH:60]([CH3:62])[CH3:61])=[O:57])C1C=CC=CC=1>>[CH3:42][C:60]([CH3:61])([CH3:62])[C@H:59]([NH:58][C:56](=[O:57])[C@H:21]([CH3:20])[C@H:22]([C@@H:23]1[CH2:18][CH2:17][CH2:8][N:7]1[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:24])[O:29][CH3:25])[C:63]([N:65]1[CH2:66][CH2:67][CH2:68][CH2:69][O:71]1)=[O:64]

참가 물질

5

반응물 4

HCID 6422Trifluoroacetic acidHCID 2734668(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acidHCID 10529182(3R,4S,5S)-tert-butyl 4-((S)-2-(((benzyloxy)carbonyl)amino)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoateHCID 89181604tert-Butyl[(2S)-1-(1,2-oxazinan-2-yl)-1-oxo-3-phenylpropan-2-yl]carbamate3회

생성물 1

HCID 89642537tert-Butyl (2S)-2-[(1R,2R)-3-{[(2S)-3,3-dimethyl-1-(1,2-oxazinan-2-yl)-1-oxobutan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidine-1-carboxylate

실험 절차

The title compound was prepared analogously to the synthesis of Intermediates 5 and 6 in three steps by coupling commercially available N-(tert-butoxycarbonyl)-3-methyl-L-valine with 1,2-oxazinane hydrochloride (Starting Material 5), subsequent deprotection with trifluoroacetic acid and another coupling with Starting Material 1. The end product was purified by preparative HPLC.

후처리

  1. customThe end product was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-617254b26bd64986962769114838a5fd
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722629B2

반응 노트

불러오는 중…