(2R)-1-methyl-2-Piperidinecarboxylic acid
- CAS No.
- 41447-17-0
- Chemical Name:
- (2R)-1-methyl-2-Piperidinecarboxylic acid
- Synonyms
- (R)-1-Methylpiperidine-2-carboxylic acid;N-Methyl-D-pipecolic acid;N-METHYL-(R)-PIPECOLIC ACID;(+)-(R)-N-Methylpipecolic acid;(R)-1-Methyl-2-piperidinecarboxylic acid;(2R)-1-methyl-2-Piperidinecarboxylic acid;2-Piperidinecarboxylic acid, 1-methyl-, (2R)-;(R)-1-Methylpiperidine-2-carboxylic Acid (>90%)
- CBNumber:
- CB12504707
- Molecular Formula:
- C7H13NO2
- Molecular Weight:
- 143.18
- MDL Number:
- MFCD13183995
- MOL File:
- 41447-17-0.mol
- MSDS File:
- SDS
| Melting point | >209oC (dec.) |
|---|---|
| Boiling point | 246.1±33.0 °C(Predicted) |
| Density | 1.103±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO (Slightly, Heated), Methanol (Slightly) |
| form | Solid |
| pka | 2.48±0.20(Predicted) |
| color | White to Off-White |
| optical activity | +62.1°(C=1.00 g/100ml H2O) |
| InChI | InChI=1S/C7H13NO2/c1-8-5-3-2-4-6(8)7(9)10/h6H,2-5H2,1H3,(H,9,10)/t6-/m1/s1 |
| InChIKey | BPSLZWSRHTULGU-ZCFIWIBFSA-N |
| SMILES | N1(C)CCCC[C@@H]1C(O)=O |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H335-H319 |
| Precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P |
(2R)-1-methyl-2-Piperidinecarboxylic acid price More Price(51)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | TRC-M327185-100MG | (R)-1-Methylpiperidine-2-carboxylic Acid (>90%) | 41447-17-0 | 100mg | $142 | 2026-06-03 | Buy |
| AK Scientific | W6183 | (R)-1-Methylpiperidine-2-carboxylic acid 97%(HPLC) | 41447-17-0 | 1g | $25 | 2026-06-04 | Buy |
| AK Scientific | W6183 | (R)-1-Methylpiperidine-2-carboxylic acid 97%(HPLC) | 41447-17-0 | 5g | $101 | 2026-06-04 | Buy |
| AK Scientific | J50895 | (R)-1-Methylpiperidine-2-carboxylic acid 95% | 41447-17-0 | 1g | $18 | 2026-06-04 | Buy |
| AK Scientific | J50895 | (R)-1-Methylpiperidine-2-carboxylic acid 95% | 41447-17-0 | 5g | $72 | 2026-06-04 | Buy |
(2R)-1-methyl-2-Piperidinecarboxylic acid Chemical Properties, Uses, Production
Uses
(R)-1-Methylpiperidine-2-carboxylic Acid is a chemical reagent used in the synthesis of tubulysin derivatives. Specifically used in the preparation of tubulysin-U analogues displaying cytotoxic.
Synthesis
50-00-0
1723-00-8
41447-17-0
GENERAL STEPS: 37% formaldehyde aqueous solution (1.26 mL, 16.9 mmol) was slowly added to a suspension of (2R)-piperidine-2-carboxylic acid (2.00 g, 15.5 mmol) with 5% Pd/C (500 mg) in methanol (20 mL). The reaction system was replaced by hydrogen, supplemented with formaldehyde (0.60 mL, 8.06 mmol), and stirred at room temperature for 20 h under hydrogen atmosphere. After completion of the reaction, the mixture was filtered by diatomaceous earth pad extraction and the filter cake was washed by methanol (200 mL). The combined filtrates were concentrated under reduced pressure to give the title compound (R)-1-methyl-2-piperidinecarboxylic acid (2.23 g, quantitative yield) as a white solid, which was used directly in the subsequent reaction. detection by TLC: Rf = 0.25 (unfolding agent V(CH2Cl2)/V(MeOH) = 1:1). Melting point: 208-210°C. Specific optical rotation: [α]D27.1 = +67.6 (c 1.27, methanol). IR spectrum (KBr pressed): 3407, 2950, 1615, 1399 cm-1. 1H NMR (400 MHz, CDCl3): δ 8.22 (broad peak, 1H), 3.64 (d, 1H, J = 12.0 Hz), 3.28 (multiple peaks, 1H), 2.86 (s, 3H), 2.70 (multiple peaks, 1H), 2.34 (d, 1H, J = 14.4 Hz), 2.00-1.74 (multiple peaks, 4H), 1.46 (multiple peaks, 1H).13C NMR (100 MHz, DMSO-d6): δ 170.4, 68.3, 53.3, 42.3, 28.0, 23.1, 21.8.High-resolution mass spectrometry (ESI): m/z calculated value C7H13NO2 [M]+ 143.0946, measured value 143.0947.
References
[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6827 - 6843
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 43, p. 7235 - 7239
[3] Patent: WO2016/59622, 2016, A2. Location in patent: Page/Page column 95-96
[4] Journal of Organic Chemistry, 2016, vol. 81, # 21, p. 10302 - 10320
[5] Patent: WO2018/86139, 2018, A1. Location in patent: Page/Page column 143
(2R)-1-methyl-2-Piperidinecarboxylic acid Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Ningbo Zhenyue Pharmaceutical Technology Co., Ltd | 19817745290 | bd@blocksynth.com | China | 6406 | 58 |
| ForeChem (Nantong) Technology Co.,Ltd. | 513-85982855 18921614129 | sales@xianxingpharm.com | China | 2712 | 61 |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Chengdu Firster Pharmaceutical Co., Ltd. | 028-87078428 028-87074958 | chengzhenyong@cdfirster.com | China | 2580 | 60 |
| Tianjin Anhao Biological Technology Co., Ltd. | sales@ahpharmatech.com | China | 5734 | 55 | |
| Shanghai Mayzem Pharmtech Co., Ltd. | 18501708306; 18501708306 | sales@mayzem.com | China | 518 | 56 |
| AN PharmaTech Co Ltd | 86(21)68097365 | sales@anpharma.net | China | 4875 | 55 |
| Shanghai JingRon Chemical Technology Co., Ltd. | 021-60546673 13701861782; | kuanga111@sina.com | China | 882 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
View Latest Price from (2R)-1-methyl-2-Piperidinecarboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2020-02-02 | (2R)-1-methylpiperidine-2-carboxylic acid
41447-17-0
|
$1.00 | 1KG | Min98%HPLC | Career Henan Chemical Co |
-
- (2R)-1-methylpiperidine-2-carboxylic acid
41447-17-0
- $1.00
- Min98%HPLC
- Career Henan Chemical Co
