(R)-1-Boc-3-hydroxymethylpiperidine ethyl ester
- CAS No.
- 194726-40-4
- Chemical Name:
- (R)-1-Boc-3-hydroxymethylpiperidine ethyl ester
- Synonyms
- Ethyl (R)-1-Boc-nipecotate;Ethyl 1-Boc-D-nipecotate, 95%;Ethyl N-Boc-D-nipecotate, 95%;(R)-1-Boc-nipecotic Acid Ethyl Ester;Ethyl (R)-1-Boc-3-piperidinecarboxylate;[R]-1-BOC-Ethyl piperidine-3-carboxylate;Ethyl (R)-N-Boc-piperidine-3-carboxylate;[S]-1-BOC-Ethyl piperidine-3-carboxylate;Ethyl (R)-1-Boc-piperidine-3-carboxylate;(R)-ETHYL N-BOC-PIPERIDINE-3-CARBOXYLATE
- CBNumber:
- CB91471002
- Molecular Formula:
- C13H23NO4
- Molecular Weight:
- 257.33
- MDL Number:
- MFCD07374389
- MOL File:
- 194726-40-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 35.0 to 39.0 °C |
|---|---|
| Boiling point | 323.9±35.0 °C(Predicted) |
| Density | 1.077 |
| Flash point | >110℃ |
| storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| form | powder to lump to clear liquid |
| pka | -2.40±0.40(Predicted) |
| color | White or Colorless to Almost white or Almost colorless |
| InChI | 1S/C13H23NO4/c1-5-17-11(15)10-7-6-8-14(9-10)12(16)18-13(2,3)4/h10H,5-9H2,1-4H3/t10-/m1/s1 |
| InChIKey | YCXCRFGBFZTUSU-SNVBAGLBSA-N |
| SMILES | CCOC(=O)[C@@H]1CCCN(C1)C(=O)OC(C)(C)C |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 26-36/37 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2933399990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
(R)-1-Boc-3-hydroxymethylpiperidine ethyl ester price More Price(41)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 696412 | Ethyl (R)-N-Boc-piperidine-3-carboxylate 95% | 194726-40-4 | 1g | $135 | 2023-01-07 | Buy |
| TCI Chemical | E0948 | Ethyl (R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylate >98.0%(GC) | 194726-40-4 | 5g | $105 | 2026-04-30 | Buy |
| Usbiological | 275944 | Ethyl (R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylate Asreported | 194726-40-4 | 1g | $336 | 2026-06-03 | Buy |
| Usbiological | 275944 | Ethyl (R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylate Asreported | 194726-40-4 | 2g | $472 | 2026-06-03 | Buy |
| Usbiological | 275944 | Ethyl (R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylate Asreported | 194726-40-4 | 5g | $695 | 2026-06-03 | Buy |
(R)-1-Boc-3-hydroxymethylpiperidine ethyl ester Chemical Properties, Uses, Production
Synthesis
75-03-6
163438-09-3
194726-40-4
Under mechanical stirring, (R)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (1 kg, 4.36 mol) was dissolved in N,N-dimethylacetamide (3 L), followed by addition of potassium carbonate (0.664 kg, 4.80 mol). The resulting suspension was stirred at room temperature for 30 min. Ethyl iodide (0.75 kg, 4.80 mol) was slowly added through the addition funnel and stirring was continued at room temperature for 15 min, followed by warming to 50 °C and stirring for 1 h. The reaction was carried out by thin layer chromatography (TLC). The reaction process was monitored by thin layer chromatography (TLC, unfolding agent ratio ethyl acetate:hexane=1:1). Upon completion of the reaction, the reaction mixture was cooled to room temperature and diluted with ethyl acetate (5 L). Insoluble material was removed by diafiltration and the wet filter cake was washed with ethyl acetate (5L). The filtrates were combined and mixed with 5% w/v sodium thiosulfate solution (15L) with stirring, and the organic phase was separated by layering. The aqueous phase was extracted once more with ethyl acetate (5L). All organic layers were combined, washed with water (5L) and dried with anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give a semi-solid product, which solidified on standing to ethyl (R)-1-Boc-piperidine-3-dicarboxylate in a yield of 1.1 kg and 99.5%.
References
[1] Patent: WO2014/135931, 2014, A1. Location in patent: Page/Page column 10
[2] Patent: US9657021, 2017, B2. Location in patent: Page/Page column 8; 9
(R)-1-Boc-3-hydroxymethylpiperidine ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| ITIC MEDCHEM(SUZHOU) CO.,LTD. | 0512-68323967 18015559028 | sales@iticmedchem.com | China | 528 | 61 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Ark Pharm, Inc. | 847-367-3680 | sales@arkpharminc.com | United States | 1669 | 56 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Chemical Pharm-Intermediate Tech.Co., Ltd. | 21-54820552 17702105771 | 188738128@qq.com | China | 300 | 66 |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
| T&W GROUP | 021-61551611 13296011611 | contact@trustwe.com | China | 9884 | 58 |
