| Identification | More | [Name]
(R)-N-Boc-3-aminomethylpiperidine | [CAS]
140645-23-4 | [Synonyms]
(R)-1-BOC-3-(AMINOMETHYL)PIPERIDINE
(R)-1-N-BOC-3-(AMINOMETHYL)PIPERIDINE
(R)-1-N-BOC-PIPERIDINE-3-METHYLAMINE
(R)-3-AMINOMETHYL-1-N-BOC-PIPERIDINE
(R)-3-AMINOMETHYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
(R)-N-BOC-3-AMINOMETHYLPIPERIDINE
(R)-TERT-BUTYL 3-(AMINOMETHYL)PIPERIDINE-1-CARBOXYLATE
1,1-dimethyl (3R)-3-(aminomethyl)-1-piperidinecarboxylate
3-(Aminomethyl)-1-Boc-piperidine
3-Aminomethyl-piperidine-1-carboxylic acid tert-butyl ester
tert-Butyl 3-(aminomethyl)piperidine-1-carboxylate
(R)-3-(Aminomethyl)piperidine, N1-BOC protected | [Molecular Formula]
C11H22N2O2 | [MDL Number]
MFCD03839876 | [Molecular Weight]
214.3 | [MOL File]
140645-23-4.mol |
| Questions And Answer | Back Directory | [Synthesis]
Using 3-piperidineacetic acid as a starting material, the important pharmaceutical intermediate 1-Boc-3-aminomethylpiperidine was synthesized in a five-step reaction involving esterification, reduction, tert-butyloxycarbonyl protection, bromination, and methylamination, with an overall yield of 72%. (R)-N-Boc-3-aminomethylpiperidine was then prepared by chiral resolution. The synthetic route is shown below: 
Figure 1 Synthetic route of (R)-N-Boc-3-aminomethylpiperidine | [Uses]
(R)-1-Boc-3-aminomethylpiperidine is an important intermediate in the synthesis of many drugs. A series of checkpoint kinase 1 (CHK1) inhibitors have been synthesized using (R)-1-Boc-3-aminomethylpiperidine as a starting material, showing some efficacy in treating rheumatoid arthritis. A series of drugs for treating diseases related to MCH (melanin-concentrating hormone) have also been synthesized using this compound, showing some effectiveness in treating metabolic disorders. G-protein-coupled receptor (GPCR) agonists containing the 1-N-Boc-4-methylaminomethylpiperidine structural unit have been synthesized, which can be used to treat obesity and diabetes. A series of drugs for regulating metabolism and treating cardiovascular diseases have also been synthesized using (R)-1-Boc-3-aminomethylpiperidine. |
| Chemical Properties | Back Directory | [Boiling point ]
299.4±13.0 °C(Predicted) | [density ]
0.997g/mLat 25℃ | [refractive index ]
n20/D 1.473 | [Fp ]
>110°C | [storage temp. ]
2-8°C | [form ]
Liquid | [pka]
10.12±0.29(Predicted) | [color ]
Clear colorless to pale yellow | [InChI]
1S/C11H22N2O2/c1-11(2,3)15-10(14)13-6-4-5-9(7-12)8-13/h9H,4-8,12H2,1-3H3/t9-/m1/s1 | [InChIKey]
WPWXYQIMXTUMJB-SECBINFHSA-N | [SMILES]
CC(C)(C)OC(=O)N1CCC[C@H](CN)C1 | [CAS DataBase Reference]
140645-23-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
22-50-36/37/38 | [Safety Statements ]
26-61 | [RIDADR ]
UN 3082 9 / PGIII | [WGK Germany ]
3 | [HS Code ]
2933399990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
|
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
|