Acetate → 17beta-Acetoxy-7alpha-methyl-10-(1,2-propadienyl)estr-4-en-3-one

HRID 1577802노트

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HRID 1577802 반응식
[CH:1]([C@@:4]12[C@@H:21]3[C@H:12]([C@H:13]4[C@@:17]([CH2:19][CH2:20]3)([CH3:18])[C:16](=[O:22])[CH2:15][CH2:14]4)[CH:11]=[CH:10][C:9]1=[CH:8][C:7](=[O:23])[CH2:6][CH2:5]2)=[C:2]=[CH2:3].[C:24]([O-:27])(=O)[CH3:25].[CH3:28][Cu]C.[Li].C[Li]>CCOCC.O>[C:24]([O:22][C@H:16]1[CH2:15][CH2:14][C@H:13]2[C@H:12]3[C@H:21]([CH2:20][CH2:19][C@:17]12[CH3:18])[C@:4]1([CH:1]=[C:2]=[CH2:3])[C:9](=[CH:8][C:7](=[O:23])[CH2:6][CH2:5]1)[CH2:10][C@H:11]3[CH3:28])(=[O:27])[CH3:25]

참가 물질

7

반응물 4

HCID 175AcetateHCID 8673801110-(1,2-Propadienyl)estra-4,6-diene-3,17-dioneHCID 178418348HCID 178418348, 화합물HCID 178477771HCID 178477771, 화합물

생성물 1

HCID 8673801017beta-Acetoxy-7alpha-methyl-10-(1,2-propadienyl)estr-4-en-3-one

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매2회

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온도
0 °C

실험 절차

Diene 10, prepared from alcohol 26 by the procedure of Example 4, is converted to its 17-acetate by the procedure of Example 11. The crude acetate (352 mg, 1 mMole) in ether (2 ml) is added to an ethereal solution of lithium dimethylcopper prepared from 300 mg (2 mMole) of cuprous iodide and 2 ml (4 mMole) of a 2 M solution of methyl lithium in ether (5 ml) at -30° C. After 1 hour, the solution is allowed to warm to 0° C., then poured into water and extracted with ether. The combined ethereal extracts are washed with brine, then dried and evaporated. Recrystallization from ethyl acetate/hexane yields the product 27.

후처리

  1. extractionextracted with ether
  2. washThe combined ethereal extracts are washed with brine
  3. customdried
  4. customevaporated
  5. customRecrystallization from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-a3da649dab6f464b884483e354047f43
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04289762

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