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ChemicalBook CAS DataBase List N-1-Boc-amino-3-cyclopentene

N-1-Boc-amino-3-cyclopentene synthesis

10synthesis methods
-

Yield:193751-54-1 85%

Reaction Conditions:

with triethylamine in dichloromethane at 18; for 10 h;Inert atmosphere;

Steps:

8.1 The first step: the preparation of tert-butyl cyclopent-3-en-1-ylcarbamate:

Compound 3-cyclopentenylamine hydrochloride (4.5g, 37.625mmol, 1.0eq) was dissolved in dichloromethane (188ml), under nitrogen protection, di-tert-butyl dicarbonate (9.85g, 45.151mmol, 1.2eq) and compound triethanolamine (23mL, 165.552mmol, 4.4eq), the reaction solution was reacted at room temperature (18°C) overnight (10h). Detection (TLC and LCMS) after the completion of the reaction, add water (30 mL), extract three times with dichloromethane, each 100 mL, dry over anhydrous sodium sulfate, filter, concentrate, and the crude product is subjected to column chromatography (petroleum ether: ethyl acetate=5 : 1) The intermediate cyclopent-3-en-1-ylcarbamate tert-butyl ester 5.85 g was isolated and obtained, and the yield was 85.0%.

References:

WO2022/48631,2022,A1 Location in patent:Page/Page column 43-44

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