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ChemicalBook CAS DataBase List Methyl 1-Boc-azetidine-3-carboxylate
610791-05-4

Methyl 1-Boc-azetidine-3-carboxylate synthesis

6synthesis methods
-

Yield:610791-05-4 100%

Reaction Conditions:

in methanol;

Steps:

84.a

(a) 1-tert-Butyl 3-methyI azetidine-l,3-dicarboxylate; 1-(ter^Butoxycarbonyl)azetidine-3-carboxylic acid (2.42 g, 12.0 mmol) was dissolved in MeOH (30 mL) and TM5CHN2 (30.1 ml, 60.1 mmol) was added drop- wise at room temperature (reaction became warm and gas was evolved). TM5CHN2 was added until a persistent yellow color was produced indicating excess reagent. AcOH was added drop- wise to quench the excess TM5CHN2 and then the reaction mixture was concentrated under reduced pressure and azeotroped with toluene (3 x 20 mL) to remove any trace MeOH and AcOH. The crude material was used without any further purification assuming 100 % yield. 1H NMR (400 MHz, CDCl3): 6 1.44 (9H, s), 3.29-3.39 (1H, m), 3.75 (3H, s), 4.07-4.13 (4H, m).

References:

WO2006/73361,2006,A1 Location in patent:Page/Page column 171

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