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ChemicalBook CAS DataBase List 1-BOC-PIPERIDIN-4-YLPROPIONIC ACID
154775-43-6

1-BOC-PIPERIDIN-4-YLPROPIONIC ACID synthesis

14synthesis methods
1-Piperidinecarboxylic acid, 4-(2-carboxyethylidene)-, 1-(1,1-dimethylethyl) ester

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1-BOC-PIPERIDIN-4-YLPROPIONIC ACID

154775-43-6
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Yield: 1.72 g (82%)

Reaction Conditions:

palladium in ethyl acetate

Steps:

98.C Step B
Step C: (3-(1-t-Butoxycarbonylpiperidin-4-yl)propanoic acid A mixture of 2.1 g (8.3 mmol) of 3-(1-(t-butoxycarbonyl)-4-piperidylidene)propionic acid (from EXAMPLE 98, Step B) in 20 mL of EtOAc and 500 mg of 10% palladium on carbon was hydrogenated (50 psi) on a Parr shaker for 6 h. The mixture was filtered through Celite, the filter cake washed with EtOAc and the filtrate concentrated to give 1.72 g (82%) of the title compound: 1H NMR (500 MHz) δ 1.12 (dq, J=4.1, 8.5, 2H). 1.46 (s, 10H), 1.61 (q, J=7.5, 2H), 1.66 (d, J=13.3, 2H), 2.38 (t, J=7.8, 2H), 2.65-2.73 (2H), 4.09 (bs, 2H).

References:

Merck & Co., Inc. US6265434, 2001, B1