1-Boc-3-azetidineacetic acid ethyl ester

5- {[l-(cyclopropylcarbonyl)-3-azetidinyl]methyl}-4-[4-(lH-indazol-6-yl)phenyl]-2, 4- dihydro-3H- 1 , 2, 4-triazol-3-onea) 1 , 1-dimethylethyl 3-[2-(ethyloxy)-2-oxoethyl]-l-azetidinecarboxylateIn an oven-dried 250 mL round bottom flask under nitrogen, a mixture of (1- {[(l , l-dimethylethyl)oxy]carbonyl}-3-azetidinyl)acetic acid (10 g, 46.5 mmol) in diethyl ether (100 mL) was treated with N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (9.80 g, 51.1 mmol), 4-(dimethylamino)pyridine (0.568 g, 4.65 mmol), and ethanol (5.97 mL, 102 mmol) at room temperature and the white mixture was stirred over the weekend. The white reaction mixture became a colorless solution with gummy material at the bottom of the flask after 1 h. The reaction mixture was diluted with ether (300 mL) and washed with 1M aq NaHS0A solution of C39 (141 g, 584 mmol) in fe/f-butyl methyl ether (500 ml_) was placed in a Parr bottle and treated with 10percent palladium on carbon (~50percent water by weight; 2.5 g). The reaction vessel was evacuated and charged with nitrogen. This evacuation cycle was repeated several times, and then the bottle was pressurized to 40 psi with hydrogen and shaken for 30 minutes, whereupon the vessel was purged with additional nitrogen / vacuum cycles. The reaction mixture was filtered through a pad of diatomaceous earth and powdered cellulose, which was subsequently rinsed with fe/f- butyl methyl ether. The combined filtrates were concentrated in vacuo to provide the product as a clear, colorless oil. Yield: 140.1 g, 576 mmol, 99percent.

Molecular Weight:243.30
XLogP3:1.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:243.14705815
Monoisotopic Mass:243.14705815
Topological Polar Surface Area:55.8
Heavy Atom Count:17
Complexity:289
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes