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

Sodium hydride → 2,3-dibenzyl 3-tert-butyl 1-cyclopropyl-2(R),3(R,S),3-propane-tricarboxylate

HRID 1108326
ノート
印刷プレビュー

反応式

HRID 1108326 の反応式
[C:1]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:10])[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[H-].[Na+].[CH:21]1([CH2:24][C@@H:25](OS(C(F)(F)F)(=O)=O)[C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])[CH2:23][CH2:22]1>COCCOC.ClCCl>[CH:21]1([CH2:24][C@@H:25]([C:26]([O:28][CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)=[O:27])[CH:2]([C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4])[C:1]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:10])[CH2:22][CH2:23]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 3

HCID 24758Sodium hydrideHCID 2736712Benzyl tert-butyl malonateHCID 22870963benzyl 3-cyclopropyl-2(R)-trifluoromethylsulphonyloxypropionate

生成物 1

HCID 1317218122,3-dibenzyl 3-tert-butyl 1-cyclopropyl-2(R),3(R,S),3-propane-tricarboxylate収率 95.2%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒
HCID 8071
1,2-Dimethoxyethane
溶媒

実験手順

A solution of 3.8 g of benzyl tert-butyl malonate in 50 ml of 1,2-dimethoxyethane was treated with 0.504 g of an 80% dispersion of sodium hydride in mineral oil. The mixture was stirred at room temperature for 30 minutes and then cooled to 0°. A solution of 5.37 g of benzyl 3-cyclopropyl-2(R)-trifluoromethylsulphonyloxypropionate in 20 ml of dichloromethane was added dropwise at 0°. The mixture was stirred at 0° for 2 hours and then left to warm to room temperature overnight. The solvent was evaporated and the residue was dissolved in ethyl acetate. The solution was washed with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate the solvent was evaporated to give 6.54 g of 2,3-dibenzyl 3-tert-butyl 1-cyclopropyl-2(R),3(R,S),3-propane-tricarboxylate as a 1:1 mixture of diastereoisomers in the form of an orange oil.

後処理

  1. temperaturecooled to 0°
  2. stirringThe mixture was stirred at 0° for 2 hours
  3. waitleft
  4. temperatureto warm to room temperature overnight
  5. customThe solvent was evaporated
  6. dissolutionthe residue was dissolved in ethyl acetate
  7. washThe solution was washed with water and saturated sodium chloride solution
  8. dry with materialAfter drying over anhydrous magnesium sulphate the solvent
  9. customwas evaporated

出典と根拠

ORDレコード
ord-bb4cb048897f4ddbaf3716626d1af6c4
出典データセット
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06066662

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