홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Phosphate → 16-(Phenylsulfinylmethyl)pregn-1,4,9(11),16-tetraene-3,20-dione

HRID 1285315
노트
인쇄 미리보기

반응식

HRID 1285315 반응식
[C:1]1([S:7](Cl)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]([C@:13]1(O)[C:18](=[CH2:19])[CH2:17][C@H:16]2[C@H:20]3[C:30](=[CH:31][CH2:32][C@:14]12[CH3:15])[C@:28]1([CH3:29])[C:23](=[CH:24][C:25](=[O:33])[CH:26]=[CH:27]1)[CH2:22][CH2:21]3)(=[O:12])[CH3:11].P([O-])([O-])([O-])=O>C(Cl)Cl.C(N(CC)CC)C>[C:1]1([S:7]([CH2:19][C:18]2[CH2:17][C@@H:16]3[C@:14]([CH3:15])([CH2:32][CH:31]=[C:30]4[C@H:20]3[CH2:21][CH2:22][C:23]3[C@:28]4([CH3:29])[CH:27]=[CH:26][C:25](=[O:33])[CH:24]=3)[C:13]=2[C:10](=[O:12])[CH3:11])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1061PhosphateHCID 4190003Benzenesulfinyl chlorideHCID 1357883717beta-Hydroxy-16-methylenepregna-1,4,9(11)-triene-3,20-dione

생성물 1

HCID 5718204716-(Phenylsulfinylmethyl)pregn-1,4,9(11),16-tetraene-3,20-dione

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회
HCID 8471
Triethylamine
용매

실험 절차

Phenylsulfinyl chloride in methylene chloride (2.5N, 2.4 ml) was added to a mixture of 17α-acetyl-17β-hydroxy-16-methyleneandrost-1,4,9(11)-trien-3-one (VB, Example 17, 1 g) in methylene chloride (10 ml) and triethylamine (0.82 ml) previously cooled to -30° over a period of 2 hrs. The reaction is plunged into phosphate buffer (pH 7, 10 ml); the phases are separated; the aqueous phase is extracted with methylene chloride; the organic phases are combined and dried over sodium sulfate and concentrated under reduced presure to an isomeric mixture of the title compound. The isomers are separated by chromatography on silica gel (50 g), eluting with acetone/hexane: 5/95 to give the title compound, NMR (CDCl3) 0.89, 1.42, 2.10, 4.03, 5.5, 6.0, 6.27, 7.20 δ.

후처리

  1. temperaturepreviously cooled to -30° over a period of 2 hrs
  2. customthe phases are separated
  3. extractionthe aqueous phase is extracted with methylene chloride
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced presure to an isomeric mixture of the title compound
  6. customThe isomers are separated by chromatography on silica gel (50 g)
  7. washeluting with acetone/hexane

출처 및 근거

ORD 기록
ord-f7977debaa2e407ebe39837cb647285f
출처 데이터셋
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04567001

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트