tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- Product Name
- tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- CAS No.
- 774609-73-3
- Chemical Name
- tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- Synonyms
- 2-(1-Boc-4-hydroxy-4-piperidyl)acetonitrile;tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate;4-(cyanomethyl)-4-hydroxy-1-piperidinecarboxylic acid tert-butyl ester;1-Piperidinecarboxylic acid, 4-(cyanomethyl)-4-hydroxy-, 1,1-dimethylethyl ester
- CBNumber
- CB21482124
- Molecular Formula
- C12H20N2O3
- Formula Weight
- 240.3
- MOL File
- 774609-73-3.mol
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate Property
- Boiling point:
- 387.1±27.0 °C(Predicted)
- Density
- 1.138±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 13.45±0.20(Predicted)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 2145AC
- Product name
- tert-Butyl4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- Packaging
- 250mg
- Price
- $196
- Updated
- 2021/12/16
- Product number
- CHM0394160
- Product name
- TERT-BUTYL-4-(CYANOMETHYL)-4-HYDROXYPIPERIDINE-1-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.4
- Updated
- 2021/12/16
- Product number
- CM126041
- Product name
- tert-butyl4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- Purity
- 95%
- Packaging
- 5g
- Price
- $757
- Updated
- 2021/12/16
- Product number
- CD11058698
- Product name
- tert-Butyl4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $802
- Updated
- 2021/12/16
- Product number
- A105535
- Product name
- tert-Butyl4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
- Purity
- 96%
- Packaging
- 5g
- Price
- $810
- Updated
- 2021/12/16
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate Chemical Properties,Usage,Production
Synthesis
79099-07-3
75-05-8
774609-73-3
Under nitrogen protection, n-butyllithium (2.5 M hexane solution, 12 mL, 30.1 mmol) was slowly added dropwise to a pre-cooled solution of diisopropylamine (3.05 g, 30.1 mmol) in tetrahydrofuran (25 mL) at 0 °C. The reaction mixture was stirred at room temperature for 30 minutes and then cooled to -78°C. A tetrahydrofuran solution of acetonitrile (1.24 g, 30.2 mmol) was added dropwise to the reaction system at -78 °C and stirring was continued for 1 hour. Subsequently, a tetrahydrofuran (12 mL) solution of tert-butyl 4-oxopiperidine-1-carboxylate (3.0 g, 15.1 mmol) was added. The reaction mixture was warmed to room temperature and stirred for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution (100 mL) and extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 100:0 to 80:20) to afford N-tert-butyloxycarbonyl-4-hydroxy-4-carbonitrilemethylpiperidine (1.5 g, 41% yield) as a white solid.LC-MS (ESI): m/z [M + H]+ calculated value 241.
References
[1] Patent: WO2014/210354, 2014, A1. Location in patent: Page/Page column 140
[2] Patent: WO2017/60874, 2017, A1. Location in patent: Paragraph 00618-00619
[3] Patent: US2017/101406, 2017, A1. Location in patent: Paragraph 1662; 1663
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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