1-Benzyl-2-(methoxycarbonyl)azetidine

To a solution of methyl 1, 3-dibromopropionate (7.8 mL, 55.2 mmol, 1 equiv) in CHA solution of methyl 2, 4-dibromobutanoate 20 (10.01 g, 38.49 mmol, 1.0 eq.) in methanol (15 ml) was added drop-wise to a stirred solution of triethylamine (11.68 g, 16.01 ml, 115.5 mmol, 3.0 eq.) in methanol (40 ml) at 0 °C. The solution was stirred for 15 min after which time benzylamine (4.33 g, 4.41 ml, 40.4 mmol, 1.05 eq.) in methanol (25 ml) was added in a drop-wise manner and stirring was continued for a further 30 min after which time the solutionwas left to warm to rt and finally left to stir overnight. The reaction mixture was concentrated in vacuo and then diluted with diethylether (100 ml). The resulting solids were removed by filtration. The organic phase was washed with water (200 ml) and the aqueous phase was extracted with diethyl ether (3 50 ml). The combinedorganic phases were dried (Na2SO4), filtered and evaporated invacuo. The crude material was purified by column chromatography(25percent ethyl acetate: hexane) to afford methyl 1-benzylazetidine-2-carboxylate 21 as an orange oil (2.02 g, 26percent). Rf 0.35 (1:3 ethylacetate: hexane); νmax (neat)/cm

Molecular Weight:205.25
XLogP3:1.8
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:205.110278721
Monoisotopic Mass:205.110278721
Topological Polar Surface Area:29.5
Heavy Atom Count:15
Complexity:224
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes