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

Dimethyl Sulfate → (4s,7r)-3-Methoxy-7,8,8-trimethyl-2-phenyl-4,5,6,7-tetrahydro-2h-4,7-methano-indazole

HRID 1437907
ノート
印刷プレビュー

反応式

HRID 1437907 の反応式
S(OC)(O[CH3:5])(=O)=O.[C:8]1([N:14]2[C:22](=[O:23])[C:21]3[C@@H:20]4[C:24]([CH3:26])([CH3:25])[C@@:17]([CH3:27])([CH2:18][CH2:19]4)[C:16]=3[NH:15]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>[OH-].[Na+].O>[CH3:5][N:15]1[C:16]2[C@@:17]3([CH3:27])[C:24]([CH3:26])([CH3:25])[C@H:20]([CH2:19][CH2:18]3)[C:21]=2[C:22](=[O:23])[N:14]1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1.[CH3:5][O:23][C:22]1[N:14]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:15]=[C:16]2[C:21]=1[C@@H:20]1[C:24]([CH3:26])([CH3:25])[C@@:17]2([CH3:27])[CH2:18][CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 6497Dimethyl SulfateHCID 57941335(4s,7r)-2-Phenyl-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one2 回

生成物 2

HCID 57941522(4s,7r)-1,7,8,8-Tetramethyl-2-phenyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one収率 20%HCID 69022310(4s,7r)-3-Methoxy-7,8,8-trimethyl-2-phenyl-4,5,6,7-tetrahydro-2h-4,7-methano-indazole収率 23%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 14798Sodium Hydroxide溶媒

実験手順

Dimethyl sulfate (0.4 mL, 4.1 mmol) was added to (4S,7R)-2-phenyl-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 6; 1.00 g, 3.7 mmol) in 1 M NaOH (10 mL). The mixture was stirred at room temperature overnight and then diluted with water and extracted three times with ethyl acetate. The combined organic layers were washed with water and brine, dried (magnesium sulfate), filtered, evaporated, and purified using an Analogix Intelliflash 280 system (Analogix, Inc., Burlington, Wis.) with an RS-12 column, eluting with 0-16% ethyl acetate/hexanes to give (4S,7R)-1,7,8,8-tetramethyl-2-phenyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (213 mg, 20%) as a white solid, (4S,7R)-3-methoxy-7,8,8-trimethyl-2-phenyl-4,5,6,7-tetrahydro-2H-4,7-methano-indazole (243 mg, 23%) as a yellow solid and unreacted starting material (243 mg, 24%).

後処理

  1. extractionextracted three times with ethyl acetate
  2. washThe combined organic layers were washed with water and brine
  3. dry with materialdried (magnesium sulfate)
  4. filtrationfiltered
  5. customevaporated
  6. custompurified
  7. washeluting with 0-16% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-89ddf294e8f544fb9e677e8f7d58e370
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07622492B2

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