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Diisopropylethylamine → 1-t-Butyl 2-methyl (2S,4R)-4-[(2-ethoxy-7-methoxy-6-vinylquinolin-4-yl)oxy]pyrrolidine-1,2-dicarboxylate

HRID 2045709
ノート
印刷プレビュー

反応式

HRID 2045709 の反応式
F[B-](F)(F)F.[CH2:6]([O+](CC)CC)[CH3:7].[CH3:13][O:14][C:15]1[CH:24]=[C:23]2[C:18]([C:19]([O:26][C@H:27]3[CH2:31][N:30]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C@H:29]([C:39]([O:41][CH3:42])=[O:40])[CH2:28]3)=[CH:20][C:21](=[O:25])[NH:22]2)=[CH:17][C:16]=1[CH:43]=[CH2:44].CCN(C(C)C)C(C)C.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:6]([O:25][C:21]1[CH:20]=[C:19]([O:26][C@H:27]2[CH2:31][N:30]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C@H:29]([C:39]([O:41][CH3:42])=[O:40])[CH2:28]2)[C:18]2[C:23](=[CH:24][C:15]([O:14][CH3:13])=[C:16]([CH:43]=[CH2:44])[CH:17]=2)[N:22]=1)[CH3:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 2723982Triethyloxonium tetrafluoroborateHCID 592799081-tert-butyl 2-methyl (2S,4R)-4-[(7-methoxy-2-oxo-6-vinyl-1,2-dihydroquinolin-4-yl)oxy]pyrrolidine-1,2-dicarboxylate

生成物 1

HCID 580914531-t-Butyl 2-methyl (2S,4R)-4-[(2-ethoxy-7-methoxy-6-vinylquinolin-4-yl)oxy]pyrrolidine-1,2-dicarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Triethyloxonium tetrafluoroborate (1.28 g, 6.75 mmol) was added to a solution of the product from step 3 (2.0 g, 4.5 mmol) in DCM (41 mL). DIEA (0.236 mL, 1.35 mmol) was then added after 15 min. After 45 additional min, the reaction mixture was worked up with NaHCO3 and DCM. The organic layer was then dried over MgSO4, and the solvent was removed in vacuo. The crude material was then purified on silica (gradient elution, 10-60% EtOAc/hexanes) to yield the title compound as an oil. LRMS (M+H)+=473.4.

後処理

  1. dry with materialThe organic layer was then dried over MgSO4
  2. customthe solvent was removed in vacuo
  3. customThe crude material was then purified on silica (gradient elution, 10-60% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-2c4a9084f3e0447885ea7b7062f3b5de
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08591878B2

反応ノート

読み込み中…

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