1-Boc-4-methylpiperidine-4-carboxylic acid

A mixture of the compound of formula LB (4.1Og, 15.1mmol) and lithium hydroxide (2.17g, 90.6mmol) in methanol (3OmL)ZHMethod W: 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (0039) (2) To compound 3 (20.58 g, 80 mol) was added dropwise 5M NaOH (80 mL, 0.4 mol). After stirring at 60° C. for 24 hours, to the solution was added dropwise 3M HCl to pH 3, extracted with ethyl acetate (3*200 mL), dried over anhydrous sodium sulfate, filtered, evaporated to dryness to give a yellow oily liquid 4 (17.91 g, 92percent).To a solution of compound 3 (20.58 g, 80 mol) was added dropwise 5 M NaOH (80 mL, 0.4 mol) and the mixture was stirred at 60 ° C for 24 hours. To the solution was added 3 M HC1 to ρH 3, ethyl acetate * 200 mL), dried over anhydrous sodium sulphate, filtered, and dried to give a yellow oily liquid 4 (17.91 g, 92percent).To the suspension of 1-tert-butyl 4-methyl 4-methylpiperidine-1, 4-dicarboxylate (274 mg, 1.07 mmol) in water/THF (4 mL, 1:1) was added LiOH:HTo a solution of benzyl 1-tert-butoxycarbonyl-4-methyl-4-piperidinecarboxylate (Reference Example 106) (593 mg, 1.77 mmol) in methanol (10 ml) was added 10percent Pd-C (63 mg), and the resultant was stirred under a hydrogen atmosphere for 2 hours. The reaction solution was filtered, and the filtrate was concentrated under a reduced pressure to give a title compound (408 mg, 1.67 mmol, 94percent) as a white solid.

Molecular Weight:243.30
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:243.14705815
Monoisotopic Mass:243.14705815
Topological Polar Surface Area:66.8
Heavy Atom Count:17
Complexity:311
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes