ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Trimethyl orthoformate → 3-Ethylenedioxy-11beta-fluoro-7alpha-methylestr-5(10)-en-17beta-ol

HRID 900678
ノート
印刷プレビュー

反応式

HRID 900678 の反応式
[CH:1]([O:6][CH3:7])(OC)OC.O.[C:9]1(C)C=CC(S(O)(=O)=O)=CC=1.[F:20][C@H:21]1[CH2:38][C@@:36]2([CH3:37])[C@@H:32]([CH2:33][CH2:34][C@@H:35]2[OH:39])[C@H:31]2[C@H:22]1[C@@H:23]1[C:28]([CH2:29][C@H:30]2[CH3:40])=[CH:27][C:26](=[O:41])C[CH2:24]1.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl.C(OCC)(=O)C.C(O)CO>[CH2:9]1[CH2:7][O:6][CH:1]2[CH:26]([CH2:27][C:28]3[CH2:29][C@@H:30]([CH3:40])[C@@H:31]4[C@@H:22]([C:23]=3[CH2:24]2)[C@@H:21]([F:20])[CH2:38][C@@:36]2([CH3:37])[C@H:32]4[CH2:33][CH2:34][C@@H:35]2[OH:39])[O:41]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 9005Trimethyl orthoformateHCID 10340Sodium CarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 990463811beta-Fluoro-17beta-hydroxy-7alpha-methylestr-4-en-3-one

生成物 1

HCID 865974503-Ethylenedioxy-11beta-fluoro-7alpha-methylestr-5(10)-en-17beta-ol

試薬・触媒・溶媒 3

HCID 174
Ethylene Glycol
溶媒
HCID 6344Dichloromethane溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

3.63 ml of ethylene glycol and 1.82 ml of trimethyl orthoformate and 23.6 ml of para-toluenesulfonic acid hydrate were added to a solution of 500 mg of 11β-fluoro-17β-hydroxy-7α-methyl-estr-4-en-3-one (I) in 6.35 ml of dichloromethane. The reaction mixture was stirred for 20 hours at room temperature. Then, it was mixed with sodium carbonate solution, diluted with ethyl acetate, washed neutral, dried on sodium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with hexane/ethyl acetate. 170 mg of 3-ethylenedioxy-11β-fluoro-7α-methylestr-5(10)-en-17β-ol (C), which contained portions of double-bond-isomeric 3-ethylenedioxy-11β-fluoro-7α-methylestr-5-en-17β-ol (C), was obtained.

後処理

  1. washwashed neutral
  2. customdried on sodium sulfate
  3. concentrationconcentrated by evaporation in a vacuum
  4. customchromatographed on silica gel with hexane/ethyl acetate
  5. customwas obtained

出典と根拠

ORDレコード
ord-855d177f12974593abd7ebbbd9a30865
出典データセット
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07361645B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート