Trifluoroacetic acid → tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-{[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino)-3-oxopropyl]pyrrolidine-1-carboxylate

HRID 1022523ノート

反応式

HRID 1022523 の反応式
C(O[C:6](=[O:24])[NH:7][C@@H:8]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)=[O:10])(C)(C)C.[C:25]([O:29][C:30]([NH:32][C@@:33]1(C(O)=O)[CH2:35][C@@H:34]1[C:36]1[CH:41]=[CH:40][CH:39]=CC=1)=[O:31])([CH3:28])([CH3:27])[CH3:26].FC(F)(F)[C:47](O)=[O:48].[CH2:52](OC(N[C@H](C(N(C)[C@@H]([C@@H](C)CC)[C@H](OC)CC(OC(C)(C)C)=O)=O)C(C)C)=O)C1C=CC=CC=1>>[CH3:47][O:48][C@@H:41]([C@@H:36]1[CH2:34][CH2:35][CH2:33][N:32]1[C:30]([O:29][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:31])[C@@H:40]([CH3:39])[C:6]([NH:7][C@@:8]1([C:9]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[O:10])[CH2:52][C@@H:17]1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:24]

参加物

5

反応物 4

HCID 6422Trifluoroacetic acidHCID 7009512(1S,2R)-N-Boc-1-amino-2-phenylcyclopropanecarboxylic 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]carbamate3 回

生成物 1

HCID 86678340tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-{[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino)-3-oxopropyl]pyrrolidine-1-carboxylate

実験手順

The title compound was prepared analogously to the synthesis of Intermediates 5 and 6 in three steps by coupling commercially available (1S,2R)-1-[(tert-butoxycarbonyl)amino]-2-phenylcyclopropanecarboxylic acid 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.

後処理

  1. customThe end product was purified by preparative HPLC

出典と根拠

ORDレコード
ord-d526ba0a9af74003bc4599b3c4675786
出典データセット
uspto-grants-2014_05
特許番号
US08722629B2

反応ノート

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