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tert-Butyl 3-acetoxyazetidine-1-carboxylate synthesis

4synthesis methods
141699-55-0 Synthesis
1-N-Boc-3-hydroxyazetidine

141699-55-0
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tert-Butyl 3-acetoxyazetidine-1-carboxylate

1215205-53-0
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Yield:1215205-53-0 98%

Reaction Conditions:

with dmap;N-ethyl-N,N-diisopropylamine in dichloromethane at 0 - 20; for 16 h;

Steps:

1-84-1

Preparation Example 1-84-13-Acetoxy-azetidine-1-carboxylic acid tert-butyl ester 0.27 g (1.559 mmol) of the compound obtained from Preparation Example 1-83-2, 0.61 g (4.677 mmol) of diisopropylethylamine and a catalytic amount of 4-dimethylaminopyridine were dissolved in 7 mL of dichloromethane and cooled to 0° C. To the solution was added 0.32 g (2 mmol) of acetic anhydride and stirred at room temperature for 16 hours. The reaction mixture was distilled in vacuo to remove a solvent and purified by column chromatography using a mixed solution of hexane and ethyl acetate in the ratio of 3:1 to obtain the title compound 0.33 g (98%).1H NMR (400 MHz, CDCl3); δ 5.12 (1H, m), 4.23 (2H, dd), 4.12 (2H, dd), 2.09 (3H, s), 1.44 (9H, s)

References:

US2011/166121,2011,A1 Location in patent:Page/Page column 56

141699-55-0 Synthesis
1-N-Boc-3-hydroxyazetidine

141699-55-0
384 suppliers
$6.00/1g

tert-Butyl 3-acetoxyazetidine-1-carboxylate

1215205-53-0
26 suppliers
inquiry