N-CBZ-4-PIPERIDINEPROPIONIC ACID Chemical Properties

Boiling point:

469.9±28.0 °C(Predicted)

Density 

1.191±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

4.73±0.10(Predicted)

N-CBZ-4-PIPERIDINEPROPIONIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 1-CBZ-4-piperidinepropionic acid from 3-(4-pyridyl)propionic acid and benzyl chloroformate: first, PIPERIDINE-HCL (6.5 g, 33.6 mmol) was dissolved in a mixed solvent of THF (300 mL) and saturated aqueous sodium bicarbonate (100 mL), and the reaction system was subsequently cooled to 0 °C. At this temperature, a solution of benzyl chloroformate (4.8 mL, 33.6 mmol) in THF (55 mL) was slowly added dropwise, and the dropwise process was controlled to be completed within 25 minutes. After the dropwise addition was completed, the reaction mixture was kept at 0 °C to continue the reaction for 6 hours. Upon completion of the reaction, the THF solvent was removed by vacuum concentration. Subsequently, the concentrated mixture was partitioned between chloroform and 3M HCl solution until gas escape ceased and the pH reached 2-3. The solid product was collected by filtration, while the filtrate was dried with anhydrous sodium sulfate and concentrated again under vacuum to give 1-(benzyloxymethyl)-4-piperidinonanoic acid (10 g, quantitative yield) as a light yellow oil.

References

[1] Patent: WO2004/58702, 2004, A2. Location in patent: Page 46; 27

N-CBZ-4-PIPERIDINEPROPIONIC ACID(63845-33-0)Related Product Information

• 1-Cbz-3-Piperidinylpropionic Acid Methyl Ester
• N-CBZ-3-PIPERIDINEPROPIONIC ACID
• 1-Cbz-3-Piperidinepropionic Acid
• 1-Cbz-4-Piperidinylpropionic Acid Methyl Ester
• N-CBZ-2-PIPERIDINEPROPIONIC ACID
• 3-N-BOC-AMINO-3-(4'-CBZ)PIPERIDINE-PROPIONIC ACID
• 3-(1-(BENZYLOXYCARBONYL)PIPERIDIN-4-YL)-3-OXOPROPANOIC ACID
• 3-Amino-3-(4'-Cbz)piperidine-propionic acid ethyl ester
• N-CBZ-4-PIPERIDINYLPROPIONIC ACID METHYL ESTER
• 3-(N-Cbz-Piperidin-4-yl)-3-aminopropanoic acid
• N-A-BOC-(4-N-CBZ-PIPERIDINYL)-L-ALANINE
• 3-OXO-3-(1-CBZ-PIPERIDIN-4-YL)-PROPIONIC ACID ETHYL ESTER
• 4-(2-TERT-BUTOXYCARBONYLAMINO-2-CARBOXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER
• ETHYL N-A-BOC-B-(4-N-CBZ-PIPERIDINYL)-ALANINATE
• N-CBZ-4-PIPERIDINEPROPIONIC ACID