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Tributylvinyltin → 2beta-Carbomethoxy-3beta-(4'-ethenylphenyl)tropane

HRID 1760500
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HRID 1760500 반응식
[C:1]([C@H:5]1[C@@H:11]([C:12]2[CH:17]=[CH:16][C:15](Br)=[CH:14][CH:13]=2)[CH2:10][C@H:9]2[N:19]([CH3:20])[C@@H:6]1[CH2:7][CH2:8]2)([O:3][CH3:4])=[O:2].[CH:21]([Sn](CCCC)(CCCC)CCCC)=[CH2:22]>>[C:1]([C@H:5]1[C@@H:11]([C:12]2[CH:17]=[CH:16][C:15]([CH:21]=[CH2:22])=[CH:14][CH:13]=2)[CH2:10][C@H:9]2[N:19]([CH3:20])[C@@H:6]1[CH2:7][CH2:8]2)([O:3][CH3:4])=[O:2]
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참가 물질

3

반응물 2

HCID 81998TributylvinyltinHCID 57340111Methyl (1R,2S,3S,5S)-3-(4-bromophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

생성물 1

HCID 107555722beta-Carbomethoxy-3beta-(4'-ethenylphenyl)tropane

실험 절차

Scheme 5 provides exemplary synthetic route for 2β-carbomethoxy-3β-4′-(Z-2-iodoethenyl)phenyl)tropane (ZIET) and [123I] ZIET. The preparation of ZIET involved a five-step sequence of reactions. In this synthetic approach 2β-carbomethoxy-3β-(4′-bromophenyl)tropane was treated with vinyltributyltin to yield 2β-carbomethoxy -3β-(4′-ethenylphenyl)tropane. The vinyltropane derivative was converted to 2β-carbomethoxy-3β-(4′-formylphenyl)tropane followed by reaction with triphenyl-phosphoniumiodomethyne yllide to give ZIET.

후처리

  1. customThe preparation of ZIET

출처 및 근거

ORD 기록
ord-4e4e63963dc54c48bf6226fb64be5562
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06843979B2

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