ChemicalBook CAS DataBase List TERT-BUTYL 3-BENZYL-3,8-DIAZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE

TERT-BUTYL 3-BENZYL-3,8-DIAZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE synthesis

13synthesis methods

Product Name:TERT-BUTYL 3-BENZYL-3,8-DIAZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE
CAS Number:149771-43-7
Molecular formula:C18H26N2O2
Molecular Weight:302.41

100-39-0
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149771-44-8
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$14.00/250mg

TERT-BUTYL 3-BENZYL-3,8-DIAZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE

149771-43-7
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Yield:149771-43-7 90%

Reaction Conditions:

with triethylamine in acetonitrile at 50; for 5 h;Inert atmosphere;

Steps:

5.1 Step 1) Synthesis of 3-benzyl-3,8-diazabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
3,8-diazabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.5 g, 2.4 mmol),Benzyl bromide (0.31 mL, 2.6 mmol) and triethylamine (0.5 ml, 3.6 mmol) were sequentially added to a 100 mL single-mouth bottle.Dissolved in acetonitrile (20 mL),The temperature was gradually raised to 50 ° C for 5 hours under nitrogen protection.The reaction solution was cooled to room temperature and poured into tap water.Ethyl acetate extraction (60 mL × 3), and the organic phase was reused with tap water.The mixture was washed with brine and dried over anhydrous sodium sulfate.Filtered and evaporated to dryness to give a crude product.Purified by column chromatography (petroleum ether / ethyl acetate (v / v) = 40/1-20/1)The title compound was obtained as a white solid(0.68g, 90%).

References:

Guangdong Dongyangguang Pharmaceutical Co., Ltd.;Jin Chuanfei;Xu Tengfei;Liang Haiping CN108727393, 2018, A Location in patent:Paragraph 0228; 0230; 0231

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24424-99-5 Synthesis