METHYL 1-BOC-4-PIPERIDINEACETATE Chemical Properties

Boiling point:

323.1±15.0 °C(Predicted)

Density 

1.062±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

-1.88±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

CAS DataBase Reference

175213-46-4

Safety Information

HS Code 

29333990

METHYL 1-BOC-4-PIPERIDINEACETATE Usage And Synthesis

Chemical Properties

White powder

Uses

Methyl 1-Boc-4-piperidineacetate is used as a pharmaceutical intermediate. It can be used in the preparation of intranasal pharmaceutical compositions of CGRP inhibitors for the treatment of migraine.

Synthesis

General procedure for the synthesis of methyl N-Boc-4-piperidineacetate from tert-butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate: 1-tert-butoxycarbonyl-4-[(methoxycarbonyl)methylidene]piperidine (875 mg) was dissolved in ethanol (10 mL), to which 10% of palladium-carbon catalyst (~50% water content, 730 mg) was added. The reaction mixture was subjected to catalytic hydrogenation at room temperature and at atmospheric pressure for 3 days. Upon completion of the reaction, the catalyst was removed by filtration and the solvent was subsequently removed by distillation under reduced pressure to afford the target product methyl N-Boc-4-piperidineacetate (871 mg, 99% yield). The product was characterized by 1H-NMR (CDCl3): δ 1.16 (2H, m), 1.45 (9H, s), 1.65 (2H, m), 1.93 (1H, m), 2.25 (2H, d, J = 6.8 Hz), 2.72 (2H, br), 3.68 (3H, s), 4.08 (2H, br). Mass spectrometry (FAB) analysis showed m/z: 258 (M + H)+.

References

[1] Patent: EP1104754, 2001, A1
[2] Patent: EP1577302, 2005, A1. Location in patent: Page/Page column 121-122
[3] Patent: US2006/94707, 2006, A1. Location in patent: Page/Page column 43
[4] Patent: US2007/259850, 2007, A1. Location in patent: Page/Page column 79
[5] Patent: WO2011/123232, 2011, A1. Location in patent: Page/Page column 9

METHYL 1-BOC-4-PIPERIDINEACETATE(175213-46-4)Related Product Information

• 1-Boc-4-(2-hydroxyethyl)piperidine
• METHYL 1-BOC-4-PIPERIDINEACETATE
• 2-(PIPERIDIN-4-YL)-ACETIC ACID ETHYL ESTER
• 4-(BROMO-METHOXYCARBONYL-METHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• METHYL DL-2-(1-BOC-PIPERIDIN-4-YL)-BETA-GLYCINATE
• 1-BOC-4-(ETHOXYCARBONYL-HYDROXY-METHYL)-PIPERIDINE
• 4-(AMINO-METHOXYCARBONYL-METHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• tert-Butyl 4-(2-methoxy-2-oxoacetyl)-3-oxopiperidine-1-carboxylate
• 4-(ETHOXYCARBONYL-IODO-METHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• METHYL 2-ALLYL-N-BOC-4-PIPERIDINYL ACETATE
• (S)-BENZYLOXYCARBONYL-N'-T-BUTYLOXYCARBONYL-4-PIPERIDYLGLYCINE METHYL ESTER
• (S)-4-(AMINO-METHOXYCARBONYL-METHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• (R)-BENZYLOXYCARBONYL-N'-T-BUTYLOXYCARBONYL-4-PIPERIDYLGLYCINE METHYL ESTER
• 2-BROMO-2- (1-TERT-BUTOXYCARBONYL-PIPERIDIN-4-YL)-MALONIC ACID DIMETHYL ESTER
• (R)-4-(AMINO-METHOXYCARBONYL-METHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 2-(1-TERT-BUTOXYCARBONYL-PIPERIDIN-4-YL)-MALONIC ACID DIMETHYL ESTER
• Methyl 2-benzyl-8-Boc-2,8-diaza-spiro[4.5]decane-4-carboxylate
• TERT-BUTYL 4-((ETHOXYCARBONYL)METHYL)PIPERIDINE-1-CARBOXYLATE