Phthalimide → HCID 58951233、化合物

HRID 46156ノート

反応式

HRID 46156 の反応式
N(C(OCC)=O)=NC(OCC)=O.[Si:13]([O:30][C@H:31]1[CH2:36][C@H:35]2[CH2:37][C@@H:32]1[CH2:33][C@H:34]2O)([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[C:39]1(=[O:49])[NH:43][C:42](=[O:44])[C:41]2=[CH:45][CH:46]=[CH:47][CH:48]=[C:40]12.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[Si:13]([O:30][C@H:31]1[CH2:36][C@H:35]2[CH2:37][C@@H:32]1[CH2:33][C@@H:34]2[N:43]1[C:39](=[O:49])[C:40]2[C:41](=[CH:45][CH:46]=[CH:47][CH:48]=2)[C:42]1=[O:44])([C:26]([CH3:29])([CH3:27])[CH3:28])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

6

反応物 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 58951276HCID 58951276、化合物

生成物 1

HCID 58951233HCID 58951233、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of diethyl azodicarboxylate (2.58 mL, 16.4 mmol) in anhydrous THF (10.0 mL) was added dropwise to a mixture of (1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1 ]heptan-2-ol (5.00 g, 13.6 mmol), phthalimide (2.31 g, 15.7 mmol), and triphenyl phosphine (4.11 g, 15.7 mmol) in anhydrous THF (60 mL) at ambient temp. under nitrogen. After stirring for 32 h, the solvents were removed in vacuo. The residue was purified by flash column chromatography (0 to 20% of ethyl acetate in hexanes) to give the title compound as a white solid. MS m/z: 496.3 (M+H)+.

後処理

  1. customthe solvents were removed in vacuo
  2. customThe residue was purified by flash column chromatography (0 to 20% of ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-e885f66e12f2415b96407ce14b0df5c9
出典データセット
uspto-grants-2013_09
特許番号
US08541592B2

反応ノート

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