Allyl chloroformate → 3beta-Carboallyloxyandrost-5-ene-7,17-dione

HRID 551840

반응식

HRID 551840 반응식
[CH3:1][C@@:2]12[C:10](=[O:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[C:12]([CH:14]=[C:15]3[CH2:20][C@@H:19](O)[CH2:18][CH2:17][C@:16]3([CH3:22])[C@H:5]1[CH2:4][CH2:3]2)=[O:13].[CH2:23]([O:26][C:27](Cl)=[O:28])[CH:24]=[CH2:25]>O1CCCC1.N1C=CC=CC=1>[C:27]([C@H:19]1[CH2:18][CH2:17][C@@:16]2([CH3:22])[C:15](=[CH:14][C:12](=[O:13])[C@@H:6]3[C@@H:5]2[CH2:4][CH2:3][C@@:2]2([CH3:1])[C@H:7]3[CH2:8][CH2:9][C:10]2=[O:11])[CH2:20]1)([O:26][CH2:23][CH:24]=[CH2:25])=[O:28]

참가 물질

4

반응물 2

HCID 18052Allyl chloroformateHCID 1933137-Keto-dehydroepiandrosterone

생성물 1

HCID 102372283beta-Carboallyloxyandrost-5-ene-7,17-dione수율 78%

시약·촉매·용매 1

HCID 16069498Pyridine tetrahydrofuran용매

실험 절차

Compound 43 was prepared from 7-oxo-DHEA (2) (1.0 mmol) and allylchloroformate (4.0 mmol) in tetrahydrofuran-pyridine mixture at 0-5° C. After stirring 6 hours only 30% conversion had occurred; from the mixture the product was isolated in 78% yield (based on 30% conversion) by column chromatography. M.p. 159-61° C.

후처리

  1. customfrom the mixture the product was isolated in 78% yield (based on 30% conversion) by column chromatography

출처 및 근거

ORD 기록
ord-6f73282656b34cddbebf95d4a3db0422
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947846B2

연결된 노트

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