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Potassium Hydroxide → 15beta,16beta-Methylene-3-methoxyandrosta-3,5-diene-17-one

HRID 1876736
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HRID 1876736 반응식
C(O[C@@H:5]1[C@H:10]2[C@H:11]3[C@H:21]([CH2:22][CH2:23][C@:8]2([CH3:9])[C:7](=[O:26])[CH2:6]1)[C@:19]1([CH3:20])[C:14]([CH:15]=[C:16]([O:24][CH3:25])[CH2:17][CH2:18]1)=[CH:13][CH2:12]3)(=O)C.[I-].[CH3:28][S+](C)(C)=O.[OH-].[K+]>O>[CH2:28]1[C@@H:6]2[C:7](=[O:26])[C@:8]3([CH2:23][CH2:22][C@H:21]4[C@@H:11]([CH2:12][CH:13]=[C:14]5[C@:19]4([CH3:20])[CH2:18][CH2:17][C:16]([O:24][CH3:25])=[CH:15]5)[C@@H:10]3[C@H:5]12)[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 54571005(15alpha)-15-(Acetyloxy)-3-methoxyandrosta-3,5-dien-17-one

생성물 1

HCID 1403164815beta,16beta-Methylene-3-methoxyandrosta-3,5-diene-17-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The 15α-acetoxy-3-methoxy-androsta-3,5-diene-17-one of the general formula (V) is treated with a reagent prepared in situ from trimethylsulfoxonium iodide and potassium hydroxide in a solvent, the reaction mixture is stirred for 6 hours then added to water. The precipitate is filtered off, washed to remove the mother liquor and dried. Finally the 15β,16β-methylene-3-methoxy-androsta-3,5-diene-17-one obtained (a compound of the general formula (VII)) is crystallized from methanol.

후처리

  1. filtrationThe precipitate is filtered off
  2. washwashed
  3. customto remove the mother liquor
  4. customdried

출처 및 근거

ORD 기록
ord-d69b324726f64ac9a397ee4b3d93a330
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309712B2

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