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Triethylamine → (3aR*,10aS*)-4-(Phthalimidoacetyl)-9-(4-propionamidobenzyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one

HRID 361577
ノート
印刷プレビュー

反応式

HRID 361577 の反応式
[NH2:1][C:2]1[CH:37]=[CH:36][C:5]([CH2:6][N:7]2[C:13](=[O:14])[C@H:12]3[CH2:15][CH2:16][CH2:17][C@H:11]3[N:10]([C:18](=[O:31])[CH2:19][N:20]3[C:24](=[O:25])[C:23]4=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]4[C:21]3=[O:30])[C:9]3[CH:32]=[CH:33][CH:34]=[CH:35][C:8]2=3)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:45](Cl)(=[O:48])[CH2:46][CH3:47]>ClCCl.O>[C:21]1(=[O:30])[N:20]([CH2:19][C:18]([N:10]2[C@@H:11]3[CH2:17][CH2:16][CH2:15][C@@H:12]3[C:13](=[O:14])[N:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:45](=[O:48])[CH2:46][CH3:47])=[CH:37][CH:36]=3)[C:8]3[CH:35]=[CH:34][CH:33]=[CH:32][C:9]2=3)=[O:31])[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]12
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 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 54523300(3aR*,10aS*)-9-(4-aminobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][l,4]diazepin-10(1H)-one

生成物 1

HCID 67767989(3aR*,10aS*)-4-(Phthalimidoacetyl)-9-(4-propionamidobenzyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one収率 79.3%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒

実験手順

To a suspension of (3aR*,10aS*)-9-(4-aminobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][l,4]diazepin-10(1H)-one (148 mg, 0.3 mmol) and triethylamine (50 μL, 0.36 mmol) in dichloromethane (3 mL) was added propionyl chloride (28 μL, 0.33 mmol) and the mixture was stirred at room temperature for 10 minutes. This reaction mixture was diluted with water and stirred. The aqueous layer was separated and the organic layer was dried over NaSO4 and concentrated under reduced pressure. The residue was crystallized from dichloromethane-ethanol-diethyl ether to provide 131 mg (yield 79%) of the title compound. m.p. 286.0°-286.5° C.

後処理

  1. stirringstirred
  2. customThe aqueous layer was separated
  3. dry with materialthe organic layer was dried over NaSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was crystallized from dichloromethane-ethanol-diethyl ether

出典と根拠

ORDレコード
ord-265c5f384d0d4cbdba604d00b76c034f
出典データセット
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05866567

反応ノート

読み込み中…

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