(R)-Boc-Nipecotic acid Chemical Properties

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

4.49±0.20(Predicted)

form 

Crystalline Powder

color 

White

BRN 

5539297

InChI

InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-5-8(7-12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m1/s1

InChIKey

NXILIHONWRXHFA-MRVPVSSYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC[C@@H](C(O)=O)C1

CAS DataBase Reference

163438-09-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

(R)-Boc-Nipecotic acid Usage And Synthesis

Chemical Properties

White powder

Uses

1-Boc-D-nipecotic acid is used as an organic chemical synthesis intermediate.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Step 1: 3-Piperidinecarboxylic acid (1.05 g, 8.1 mmol) was dissolved in a solvent mixture of tetrahydrofuran (20 mL) and water (20 mL). Di-tert-butyl dicarbonate (2.48 g, 11.4 mmol) and sodium bicarbonate (0.96 g, 11.4 mmol) were added. The reaction mixture was stirred at room temperature overnight. After the reaction was completed, the mixture was diluted with water and ether. The aqueous layer was adjusted to pH=2 with concentrated hydrochloric acid and then extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, and concentrated to give (R)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (1.8 g, 97% yield). retention time by LCMS (Condition A) = 3.26 min, and m/z = 230 ([M+H]+) was observed by mass spectrum.

References

[1] Patent: WO2005/14540, 2005, A1. Location in patent: Page/Page column 39
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 19, p. 6456 - 6468
[3] Patent: WO2010/120889, 2010, A1. Location in patent: Page/Page column 55; 60

(R)-Boc-Nipecotic acid(163438-09-3)Related Product Information

• Fmoc-Lys(Boc)-OH
• Boc-Aib-OH
• N-Boc-L-valine
• Folic acid
• Stearic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Haloperidol
• Thalidomide
• Nipecotic acid
• (R)-1-Boc-3-Aminopiperidine
• Citric acid
• BOC-GLY-LEU-OH
• Ascoric Acid
• Carbonyl iron powder
• Diphenoxylate
• Piperidine
• L-1-Boc-Nipecotic acid
• (R)-1-BOC-3-HYDROXYMETHYLPIPERIDINE ETHYL ESTER