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Maleic Anhydride → (Z)-3-(2-((3aR*,10aS*)-9-Benzyl-10-oxo-1,2,3,3a,4,9, 10,10a-octahydrobenzo[b]cyclopenta [e][1,4]diazepin-4-yl)-2-oxoethylcarbamoyl)acrylic acid

HRID 356165
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인쇄 미리보기

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HRID 356165 반응식
[NH2:1][CH2:2][C:3]([N:5]1[C@@H:11]2[CH2:12][CH2:13][CH2:14][C@@H:10]2[C:9](=[O:15])[N:8]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:7]2[CH:23]=[CH:24][CH:25]=[CH:26][C:6]1=2)=[O:4].[C:27]1(=[O:33])[O:32][C:30](=[O:31])[CH:29]=[CH:28]1.CCCCCC>C1(C)C(C)=CC=CC=1>[CH2:16]([N:8]1[C:9](=[O:15])[C@H:10]2[CH2:14][CH2:13][CH2:12][C@H:11]2[N:5]([C:3](=[O:4])[CH2:2][NH:1][C:27](/[CH:28]=[CH:29]\[C:30]([OH:32])=[O:31])=[O:33])[C:6]2[CH:26]=[CH:25][CH:24]=[CH:23][C:7]1=2)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7923Maleic AnhydrideHCID 8058HexaneHCID 70110459(3aR*,10aS*)-4-(Aminoacetyl)-9-benzyl-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one

생성물 1

HCID 70112466(Z)-3-(2-((3aR*,10aS*)-9-Benzyl-10-oxo-1,2,3,3a,4,9, 10,10a-octahydrobenzo[b]cyclopenta [e][1,4]diazepin-4-yl)-2-oxoethylcarbamoyl)acrylic acid수율 78.2%

시약·촉매·용매 1

HCID 7237
O-Xylene
용매

실험 절차

A mixture of (3aR*,10aS*)-4-(aminoacetyl)-9-benzyl-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta [e][1,4]diazepin-10(1H)-one (420 mg, 1.2 mmol) and maleic anhydride (118 mg, 1.2 mmol) was stirred for 30 minutes in xylene at 140° C. The reaction mixture was left standing for cooling at room temperature, to which was added hexane (5 mL). The resulting solid was collected by filtration, which was recrystallized from chloroform-ethanol-diethyl ether to give 420 mg (yield 78%) of the titled compound, m.p. 207°-209° C.

후처리

  1. waitThe reaction mixture was left
  2. filtrationThe resulting solid was collected by filtration, which
  3. customwas recrystallized from chloroform-ethanol-diethyl ether

출처 및 근거

ORD 기록
ord-701148119f2645b6a4437ab239b87152
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05834463

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