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ChemicalBook CAS DataBase List N-CBZ-4-PIPERIDINEPROPIONIC ACID
63845-33-0

N-CBZ-4-PIPERIDINEPROPIONIC ACID synthesis

6synthesis methods
-

Yield:63845-33-0 100%

Reaction Conditions:

with sodium hydrogencarbonate in tetrahydrofuran;water at 0; for 6.41667 h;

Steps:

97.2 Step 2

The PIPERIDINE-HCL from Step 1 (6.5 g, 33.6 mmol) was diluted into THF (300 mL) and saturated aqueous sodium bicarbonate (100 mL), cooled to 0 °C, and treated with a solution of benzyl chloroformate (4.8 ML, 33.6 mmol) in THF (55 ML) dropwise over 25 min. The reaction mixture was maintained at 0 °C for 6 h, and then the mixture was concentrated in vacuo to remove the THF, partitioned between chloroform and 3 M HCI until gas evolution ceased at pH 2-3. The solid was filtered, the filtrate dried over anhydrous sodium sulfate and concentrated in vacuo to provide 1- (BENZYLOXYCARBONYL)-4-PIPERIDINEPROPANOIC acid (10 g, quantitative) as a pale yellow oil.

References:

WO2004/58702,2004,A2 Location in patent:Page 46; 27