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Trifluoroacetic acid → (2R,3R)-3-methoxy-2-methyl-N-[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]-3-[(2S)-pyrrolidin-2-yl]propanamide trifluoroacetate

HRID 882577
ノート
印刷プレビュー

反応式

HRID 882577 の反応式
[CH3:1][O:2][C@@H:3]([C@@H:26]1[CH2:30][CH2:29][CH2:28][N:27]1C(OC(C)(C)C)=O)[C@@H:4]([CH3:25])[C:5]([NH:7][C@@:8]1([C:17]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[O:18])[CH2:10][C@@H:9]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:6].[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>ClCCl>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[CH3:1][O:2][C@@H:3]([C@@H:26]1[CH2:30][CH2:29][CH2:28][NH:27]1)[C@@H:4]([CH3:25])[C:5]([NH:7][C@@:8]1([C:17]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[O:18])[CH2:10][C@@H:9]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 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-carboxylate2 回

生成物 1

HCID 86678338(2R,3R)-3-methoxy-2-methyl-N-[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]-3-[(2S)-pyrrolidin-2-yl]propanamide trifluoroacetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

617 mg (1.2 mmol) of 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 (Intermediate 24) were taken up in 44 ml of dichloromethane, 4.4 ml of trifluoroacetic acid were added and the mixture was stirred at RT for 30 min. Subsequently, the reaction mixture was concentrated under reduced pressure and the remaining residue was lyophilized from dioxane/water. 702 mg (quant.) of the deprotected compound (2R,3R)-3-methoxy-2-methyl-N-[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]-3-[(2S)-pyrrolidin-2-yl]propanamide trifluoroacetate were obtained as a crude product, which was used in the following stage without further purification.

後処理

  1. concentrationSubsequently, the reaction mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-9aa36f137a064532bd2c4b6123ee3e12
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08992932B2

反応ノート

読み込み中…

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