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Triethylamine → cis(+/-)-3-(tert-Butoxycarbonyl)amino-1-(diphenylmethyl)-2-ethylazetidine

HRID 43920
ノート
印刷プレビュー

反応式

HRID 43920 の反応式
[C:1](OC([O-])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(N(CC)CC)C.[C:19]1([CH:25]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:26]2[CH2:29][C@H:28]([NH2:30])[C@@H:27]2[CH2:31][CH3:32])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>ClCCl.C(OCC)(=O)C>[C:4]([O:3][C:1]([NH:30][C@H:28]1[CH2:29][N:26]([CH:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C@H:27]1[CH2:31][CH3:32])=[O:2])([CH3:7])([CH3:6])[CH3:5]
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 8471TriethylamineHCID 10038572cis(+/-)-1-(Diphenylmethyl)-2-ethylazetidin-3-amineHCID 22064466Tert-butyldicarbonate

生成物 1

HCID 86648819cis(+/-)-3-(tert-Butoxycarbonyl)amino-1-(diphenylmethyl)-2-ethylazetidine収率 57.1%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

tert-Butyl dicarbonate (202 mg, 0.93 mmol) and triethylamine (0.27 mL, 1.93 mmol) were added to a solution of cis(±)-1-(diphenylmethyl)-2-ethylazetidin-3-amine obtained in Example (235d) (206 mg, 0.77 mmol) in dichloromethane (4 mL), followed by stirring for two hours. The reaction solution was diluted with ethyl acetate, and the organic layer was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate. Following filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1) to obtain 161 mg of the title compound as a colorless oily substance (57%).

後処理

  1. washthe organic layer was washed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-67eecd99761e4b2093029e1d13093321
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08536197B2

反応ノート

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