Acetone → 21-Desacetoxy-21-Chloro Anecortave

HRID 66551노트

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HRID 66551 반응식
[Cl:1][CH:2]=[C:3]([O:25]C)[C@:4]1([OH:24])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C:18](=[CH:19][CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:23])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][CH2:5]1.C1COCC1.CC(C)=O.Cl>CCCCCC.CO>[Cl:1][CH2:2][C:3](=[O:25])[C@:4]1([OH:24])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C:18](=[CH:19][CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:23])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][CH2:5]1

참가 물질

7

반응물 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 8673851121-Chloro-17alpha-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one

생성물 1

HCID 1303765421-Desacetoxy-21-Chloro Anecortave

시약·촉매·용매 2

HCID 887Methanol용매HCID 8058Hexane용매

실험 절차

21-Chloro-17α-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one (VII, Example 4, 1.0 g), THF (4 ml), acetone (4.9 ml), and methanol (1.4 ml) are mixed. Aqueous hydrochloric acid (6 N, 0.44 ml) is added and the resulting slurry heated at 40° for 1.5 hours. The mixture is cooled to 20°-25° and diluted with hexane (3 ml). The solids are isolated by filtration and washed with hexane/ethyl acetate (85/15, 13 ml) to give the title compound.

후처리

  1. temperaturethe resulting slurry heated at 40° for 1.5 hours
  2. temperatureThe mixture is cooled to 20°-25°
  3. customThe solids are isolated by filtration
  4. washwashed with hexane/ethyl acetate (85/15, 13 ml)

출처 및 근거

ORD 기록
ord-846a8806a8f34412a7df715c710e35fc
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04342702

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