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L-Proline → 1-[3-(benzo[b]thien-3-ylcarbonyl)propionyl]-L-proline

HRID 66525
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인쇄 미리보기

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HRID 66525 반응식
[O:1]=[C:2]([C:8]1[C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[S:11][CH:12]=1)[CH2:3][CH2:4][C:5]([OH:7])=O.[NH:17]1[CH2:24][CH2:23][CH2:22][C@H:18]1[C:19]([OH:21])=[O:20]>>[S:11]1[CH:12]=[C:8]([C:2]([CH2:3][CH2:4][C:5]([N:17]2[CH2:24][CH2:23][CH2:22][C@H:18]2[C:19]([OH:21])=[O:20])=[O:7])=[O:1])[C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]1=2
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 145742L-ProlineHCID 127661024-(1-Benzothiophen-3-yl)-4-oxobutanoic acid

생성물 1

HCID 540821291-[3-(benzo[b]thien-3-ylcarbonyl)propionyl]-L-proline수율 78%

실험 절차

The γ-oxo-benzo[b]thiophene-3-butyric acid is coupled to L-proline with 1,1'-carbonylidiimidazole to give 1-[3-(benzo[b]thien-3-ylcarbonyl)propionyl]-L-proline (78%) as a glass. As for Example 1, the preceding compound is reacted with bromine in acetic acid to give 1-[3-bromo-3-(benzo[b]thien-3-ylcarbonyl)propionyl]-L-proline as a glass (97%). Reaction with sodium thioacetate in ethanol gives the product (92%) of the Example as a glass.

출처 및 근거

ORD 기록
ord-fd6c6ea08900411b8d9be31be2341d88
출처 데이터셋
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04342691

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