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 1022520ノート

反応式

HRID 1022520 の反応式
[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]

参加物

5

反応物 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]carbamate3 回

生成物 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

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 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.

後処理

  1. customThe end product was purified by preparative HPLC

出典と根拠

ORDレコード
ord-617254b26bd64986962769114838a5fd
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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