1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)-

1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)- Property

Boiling point:

384.4±31.0 °C(Predicted)

Density 

1.123±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

16.41±0.20(Predicted)

Appearance

White to off-white Solid

optical activity

Consistent with structure

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)- Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of tert-butyl (R)-3-carbamoylpiperidine-1-carboxylate from 3-piperidinecarboxamide and di-tert-butyl dicarbonate was as follows: to the reaction mixture obtained in Example 4 was added tetrahydrofuran (THF, 40 mL), followed by the addition of di-tert-butyl dicarbonate (37.2 g, 2.3 eq.). The pH of the reaction mixture was adjusted to 10.0 using sodium hydroxide (NaOH). the reaction mixture was stirred at room temperature for 1 hr, after which the precipitated crystals were collected by filtration to afford (R)-1 -(tert-butoxycarbonyl)piperidinamide as white crystals (15.6 g, yield: 93%). The crystals were analyzed using the method described in Example 3; the results showed an optical purity of 99.8% ee. 1H NMR (400 MHz, CDCl3) data were as follows: δ 5.36 (brs, 2H), 3.94-3.08 (m, 5H), 1.96-1.36 (m, 13H).

References

[1] Patent: US2010/105917, 2010, A1. Location in patent: Page/Page column 16