ChemicalBook CAS DataBase List 1-Boc-3-azetidinone

1-Boc-3-azetidinone synthesis

6synthesis methods

Product Name:1-Boc-3-azetidinone
CAS Number:398489-26-4
Molecular formula:C8H13NO3
Molecular Weight:171.19

The traditional preparation method of tert-Butyl 3-oxoazetidine-1-carboxylate is mainly to oxidize the hydroxyl on an aza ring into ketone. For example: 3-azetidinium alkoxide, di-tert-butyl dicarbonate and sodium bicarbonate in dioxane: stirring the mixture of water for 15 hours to obtain 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethylethyl ester; dissolving 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethyl ethyl ester in ethanedioyl chloride and dichloromethane, adding DMSO and triethylamine, stirring at room temperature for 15 hours to obtain tert-Butyl 3-oxoazetidine-1-carboxylate.

synthesis route of tert-Butyl 3-oxoazetidine-1-carboxylate

141699-55-0 Synthesis

141699-55-0
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398489-26-4
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Yield:398489-26-4 98.11%

Reaction Conditions:

with oxygen;nitric acid;3-carboxy proxyl in ethyl acetate at 50; for 8 h;Reagent/catalyst;Temperature;Solvent;

Steps:

1; 2; 3; 4; 5; 6 Example 4:

In a 250ml four-necked flask equipped with mechanical stirring, put 20g of N-Boc-3-hydroxyazetidine, 80g of ethyl acetate, 0.50g of 98% nitric acid, 3-carboxy-2,2,5,5-tetramethyltetrahydropyrrole nitroxide radical 0.40g, stir to dissolve, vacuum, oxygen replacement, react with oxygen at 50°C for 8 hours, after the reaction is complete, put sodium hydroxide water into the reaction flask to adjust the pH to 6-7 , Filter, wash the filtrate with drinking water, extract the water layer with ethyl acetate, combine the ethyl acetate layers, distill off the ethyl acetate under reduced pressure, crystallize from heptane, and collect N-Boc-3-carbonylazetidine 19.50 g (yield 98.11%).

References:

CN113582901,2021,A Location in patent:Paragraph 0025-0036