N-BOC-piperidine-4-carboxylic acid Chemical Properties

Melting point:

148-153 °C

Boiling point:

353.2±35.0 °C(Predicted)

Density 

1.164±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

4.56±0.20(Predicted)

form 

Crystalline Powder

color 

White

Water Solubility 

Insoluble in water.

BRN 

5533442

InChI

InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-8(5-7-12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)

InChIKey

JWOHBPPVVDQMKB-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(C(O)=O)CC1

CAS DataBase Reference

84358-13-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

N-BOC-piperidine-4-carboxylic acid Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

It is a pharmaceutical intermediate. he camptothecin ester of isonipecotic acid is installed on a triazine dendrimer intermediate obtained through an iterative, scalable route to ultimately yield cationic and PEGylated targets with activities in cell culture comparable to free drug.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

General procedure for the synthesis of 1-Boc-4-piperidinecarboxylic acid from methyl 1-Boc-4-piperidinecarboxylate: 4-tert-butyl-4-methylpiperidine-1,4-dicarboxylate (4.84 g, 20 mmol) and LiOH (2.52 g, 60 mmol) were reacted with 4-tert-butyl-4-methylpiperidine-1,4-dicarboxylate (4.84 g, 20 mmol) and LiOH (2.52 g, 60 mmol) in a mixture of THF (90 mL), MeOH (90 mL) and H2O (30 mL) in a solvent, and the reaction was stirred at room temperature overnight. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was adjusted to pH 2 with aqueous 2N HCl. Subsequently, the reaction mixture was extracted with EtOAc (3 × 20 mL). The organic phases were combined, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (4.6 g, 100.0% yield).

References

[1] Patent: WO2012/34526, 2012, A1. Location in patent: Page/Page column 56
[2] Patent: US2013/190307, 2013, A1. Location in patent: Paragraph 0205; 0206
[3] Patent: US2016/102095, 2016, A1. Location in patent: Paragraph 0131
[4] Patent: CN104292233, 2016, B. Location in patent: Paragraph 0047
[5] Patent: WO2016/34134, 2016, A1. Location in patent: Paragraph 00538

N-BOC-piperidine-4-carboxylic acid(84358-13-4)Related Product Information

• 2,2,6,6-Tetramethyl-4-piperidinol
• Maleic acid
• PHENCYCLIDINE-D5 HYDROCHLORIDE
• N-BOC-PIPERIDINE-4-CARBOXYLIC ACID METHYL ESTER,N-Boc-Isonipecotic acid methyl ester
• DROPERIDOL
• Haloperidol
• Ethyl 2-(Chlorosulfonyl)acetate
• Isonipecotic acid
• Folic acid
• Ethyl 1-Boc-piperidine-2-carboxylate
• Ethyl 1-Boc-3-piperidinecarboxylate
• N-Boc-propargylamine
• Citric acid
• N-Boc-2-piperidinecarboxylic acid
• 1-BOC-PIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER,1-Boc-isonipecotic acid ethyl ester, 97+%
• 1-Boc-3-piperidinecarboxylic acid
• 1-TERT-BUTYL 2-METHYL PIPERIDINE-1,2-DICARBOXYLATE
• N-BOC-3-Aminopiperidine