Edetate Sodium → 17alpha-Hydroxy-20,21-epoxy-20-phenoxypregna-4,9(11)-diene-3-one

HRID 65343

반응식

HRID 65343 반응식
[OH:1][C@:2]1([C@:28]2([CH3:29])[C@H:14]([C@H:15]3[C:25](=[CH:26][CH2:27]2)[C@:23]2([CH3:24])[C:18](=[CH:19][C:20](=[O:30])[CH2:21][CH2:22]2)[CH2:17][CH2:16]3)[CH2:13][CH2:12]1)[C:3]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[CH2:4].[OH-].[K+].[OH:33]OS([O-])=O.[K+].OS([O-])(=O)=O.[K+].C(N(CC([O-])=O)CC([O-])=O)CN(CC([O-])=O)CC([O-])=O.[Na+].[Na+].[Na+].[Na+]>P([O-])([O-])([O-])=O.[K+].[K+].[K+].O.CC(C)=O.CCOCC.C(Cl)Cl>[OH:1][C@:2]1([C@:28]2([CH3:29])[C@H:14]([C@H:15]3[C:25](=[CH:26][CH2:27]2)[C@:23]2([CH3:24])[C:18](=[CH:19][C:20](=[O:30])[CH2:21][CH2:22]2)[CH2:17][CH2:16]3)[CH2:13][CH2:12]1)[C:3]1([O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[O:33][CH2:4]1

참가 물질

11

반응물 5

HCID 6144Edetate SodiumHCID 14797Potassium Hydroxide2회HCID 516920Potassium bisulfateHCID 1382382517alpha-Hydroxy-20-phenoxypregna-4,9(11),20-trien-3-oneHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 5662437017alpha-Hydroxy-20,21-epoxy-20-phenoxypregna-4,9(11)-diene-3-one

시약·촉매·용매 5

HCID 180Acetone용매HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매HCID 62657Potassium Phosphate, Tribasic용매

실험 절차

17α-hydroxy-20-phenoxypregna-4,9(11),20-trien-3-one (4.04 grams, 10 mmoles) is slurried in pH 8 potassium phosphate buffer (50 ml, 0.02M PO4 57 ), 40 ml methylene chloride, 0.222 grams (1 mmole), of Ansul ether 181 (C10H22O5) and 20 ml acetone and the two phase mixture heated to 25° C. and adjusted to pH 8.5 with 30% potassium hydroxide. 18.4 grams, 30 mmoles of OXONE® (2KHSO5.KHSO4.K2SO4) is dissolved in 90 ml of water and 10 ml of a 5% by weight solution of Na4EDTA and the resulting solution added dropwise at 25° C. with vigorous agitation while maintaining the pH at 8.0-8.5 with 30% potassium hydroxide. When the reaction is complete the phases are separated hot and the aqueous phase extracted twice with 50 ml of methylene chloride. The combined organics are washed twice with 100 ml of aqueous 5% sodium hydroxide and clarified thru a solka flok filter and concentrated on a rotary evaporator to yield 17α-hydroxy-20,21-epoxy-20-phenoxypregna-4,9(11)-diene-3-one.

후처리

  1. customare separated hot
  2. extractionthe aqueous phase extracted twice with 50 ml of methylene chloride
  3. washThe combined organics are washed twice with 100 ml of aqueous 5% sodium hydroxide
  4. filtrationfilter
  5. concentrationconcentrated on a rotary evaporator

출처 및 근거

ORD 기록
ord-f6162b161d614a6b80ca3cfa04173ed9
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04613463

연결된 노트

불러오는 중…