![](/CAS2/GIF/41447-17-0.gif)
(2R)-1-methyl-2-Piperidinecarboxylic acid synthesis
- Product Name:(2R)-1-methyl-2-Piperidinecarboxylic acid
- CAS Number:41447-17-0
- Molecular formula:C7H13NO2
- Molecular Weight:143.18
![Formaldehyde](/CAS/GIF/50-00-0.gif)
50-00-0
846 suppliers
$10.00/25g
![D(+)-Pipecolinic acid](/CAS/GIF/1723-00-8.gif)
1723-00-8
299 suppliers
$6.00/1g
![(2R)-1-methyl-2-Piperidinecarboxylic acid](/CAS2/GIF/41447-17-0.gif)
41447-17-0
70 suppliers
$20.00/100mg
Yield:41447-17-0 100%
Reaction Conditions:
with 5%-palladium/activated carbon;hydrogen in methanol;water; for 20 h;
Steps:
24 4.1.24
(R)-1-Methylpiperidine-2-carboxylic acid (13)
37% Aqueous solution of formaldehyde (1.26 mL, 16.9 mmol) was added to a mixture of (2R)-piperidine-2-carboxylic acid (2.00 g, 15.5 mmol) and 5% Pd/C (500 mg) in MeOH (20 mL).
After the reaction mixture was purged with H2 gas, additional formaldehyde (0.60 mL, 8.06 mmol) was added, and stirred under H2 atmosphere for 20 h.
The reaction mixture was filtered through a pad of Celite, and washed with MeOH (200 mL).
The filtrate was concentrated by rotary evaporation to afford analytically pure amino acid 8 (2.23 g, quantitative yield) as a white solid, which was used in the next step without further purification. TLC: Rf 0.25 (1:1 CH2Cl2/MeOH). Mp: 208-210 °C. [α]D27.1 = + 67.6 (c 1.27, MeOH). IR (KBr, film): 3407, 2950, 1615, 1399 cm-1. 1H NMR (400 MHz, CDCl3): d8.22 (br s, 1H), 3.64 (d, 1H, J = 12.0 Hz), 3.28 (m, 1H), 2.86 (s,3H), 2.70 (m, 1H), 2.34 (d, 1H, J = 14.4 Hz), 2.00-1.74 (m, 4H),1.46 (m, 1H). 13C NMR (100 MHz, DMSO-d6): d 170.4, 68.3, 53.3,42.3, 28.0, 23.1, 21.8. HRMS (ESI) m/z calculated for C7H13NO2143.0946, found 143.0947.
References:
Park, Yunjeong;Bae, Song Yi;Hah, Jung-Mi;Lee, Sang Kook;Ryu, Jae-Sang [Bioorganic and Medicinal Chemistry,2015,vol. 23,# 21,p. 6827 - 6843]
![Methanol](/CAS/GIF/67-56-1.gif)
67-56-1
737 suppliers
$9.00/25ml
![Formaldehyde](/CAS/GIF/50-00-0.gif)
50-00-0
846 suppliers
$10.00/25g
![D(+)-Pipecolinic acid](/CAS/GIF/1723-00-8.gif)
1723-00-8
299 suppliers
$6.00/1g
![(2R)-1-methyl-2-Piperidinecarboxylic acid](/CAS2/GIF/41447-17-0.gif)
41447-17-0
70 suppliers
$20.00/100mg
![Carbon dioxide](/CAS/GIF/124-38-9.gif)
124-38-9
121 suppliers
$214.00/14L
![Piperidine, 1-methyl-2-(tributylstannyl)-, (2S)-](/CAS/20210305/GIF/150130-30-6.gif)
150130-30-6
0 suppliers
inquiry
![(2R)-1-methyl-2-Piperidinecarboxylic acid](/CAS2/GIF/41447-17-0.gif)
41447-17-0
70 suppliers
$20.00/100mg
![Methyl chloroformate](/CAS/GIF/79-22-1.gif)
79-22-1
2 suppliers
$38.00/1000g
![Piperidine, 1-methyl-2-(tributylstannyl)-, (2S)-](/CAS/20210305/GIF/150130-30-6.gif)
150130-30-6
0 suppliers
inquiry
![(2R)-1-methyl-2-Piperidinecarboxylic acid](/CAS2/GIF/41447-17-0.gif)
41447-17-0
70 suppliers
$20.00/100mg
![Dimethyl carbonate](/CAS/GIF/616-38-6.gif)
616-38-6
660 suppliers
$5.00/5G
![Piperidine, 1-methyl-2-(tributylstannyl)-, (2S)-](/CAS/20210305/GIF/150130-30-6.gif)
150130-30-6
0 suppliers
inquiry
![(2R)-1-methyl-2-Piperidinecarboxylic acid](/CAS2/GIF/41447-17-0.gif)
41447-17-0
70 suppliers
$20.00/100mg