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(3-Diazoprop-1-en-2-yl)benzene → 21-Chloro-9-fluoro-11beta,17-dihydroxy-16alpha-[(2-phenyl-2-propenyl)oxy]-pregna-1,4-diene-3,20-dione

HRID 918380
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인쇄 미리보기

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HRID 918380 반응식
[C:1]1([C:7]([CH:9]=[N+]=[N-])=[CH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][CH2:13][C:14](=[O:39])[C@:15]1([OH:38])[C@:32]2([CH3:33])[C@H:18]([C@H:19]3[C@:29]([F:35])([C@@H:30]([OH:34])[CH2:31]2)[C@:27]2([CH3:28])[C:22](=[CH:23][C:24](=[O:36])[CH:25]=[CH:26]2)[CH2:21][CH2:20]3)[CH2:17][C@H:16]1[OH:37]>CCOCC.CCCCC.CO>[Cl:12][CH2:13][C:14](=[O:39])[C@:15]1([OH:38])[C@:32]2([CH3:33])[C@H:18]([C@H:19]3[C@:29]([F:35])([C@@H:30]([OH:34])[CH2:31]2)[C@:27]2([CH3:28])[C:22](=[CH:23][C:24](=[O:36])[CH:25]=[CH:26]2)[CH2:21][CH2:20]3)[CH2:17][C@H:16]1[O:37][CH2:9][C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[CH2:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 21520875(3-Diazoprop-1-en-2-yl)benzeneHCID 8673374021-Chloro-9-fluoro-11beta,16alpha,17-trihydroxypregna-1,4-diene-3,20-dione

생성물 1

HCID 8673374521-Chloro-9-fluoro-11beta,17-dihydroxy-16alpha-[(2-phenyl-2-propenyl)oxy]-pregna-1,4-diene-3,20-dione수율 47.6%

시약·촉매·용매 3

HCID 887Methanol용매
HCID 3283
Diethyl Ether
용매
HCID 8003Pentane용매

실험 절차

A solution of 2-phenyl-3-diazo-1-propene (prepared from 28.5 g of N-(2-phenyl-2-propenyl)ethyl carbamate, prepared as described in Example 4) in 700 ml of ether and 50 ml of pentane is diluted with 150 ml of methanol at 0°C and 10 g of 21-chloro-9-fluoro-11β,16α,17-trihydroxypregna-1,4-diene-3,20-dione, 16,17-cycloborate is added in portions. After nitrogen evolution ceases the solvents are removed in vacuo and the residue is recrystallized from methanol to give 6.1 g of 21-chloro-9-fluoro-11β,17-dihydroxy-16α-[(2-phenyl-2-propenyl)oxy]-pregna-1,4-diene-3,20-dione, melting point 212°-214°C.

후처리

  1. customare removed in vacuo
  2. customthe residue is recrystallized from methanol

출처 및 근거

ORD 기록
ord-cf509e8590d14a0cb1303a7392a58312
출처 데이터셋
uspto-grants-1976_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03971772

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