Ethyl N-Boc-4-methylpiperidine-4-carboxylate
- Product Name
- Ethyl N-Boc-4-methylpiperidine-4-carboxylate
- CAS No.
- 189442-87-3
- Chemical Name
- Ethyl N-Boc-4-methylpiperidine-4-carboxylate
- Synonyms
- ETHYL N-BOC-4-METHYLPIPERIDINE-4-CARBOX&;N-BOC-4-METHYL-4-METHYLPIPERIDINECARBOXYLATE;N-BOC-4-METHYL ISONIPECOTIC ACID ETHYL ESTER;Ethyl 1-Boc-4-methylpiperidine-4-carboxylate;ETHYL N-BOC-4-METHYLPIPERIDINE-4-CARBOXYLATE;1-Boc-4-Methyl-isonipecotic acid ethyl ester;ETHYL 1-N-BOC-4-METHYL-PIPERIDINE-CARBOXYLATE;Ethyl N-Boc-4-methylpiperidine-4-carboxylate ,97%;N-Boc-4-Methyl isonipecotic acid ethyl ester ,95%;1,4-PIPERIDINEDICARBOXYLIC ACID, 4-1-(1,1-DIMETHYL
- CBNumber
- CB7133477
- Molecular Formula
- C14H25NO4
- Formula Weight
- 271.35
- MOL File
- 189442-87-3.mol
Ethyl N-Boc-4-methylpiperidine-4-carboxylate Property
- Boiling point:
- 329.7±35.0 °C(Predicted)
- Density
- 1.0134 g/mL at 25 °C
- refractive index
- 1.4554
- Flash point:
- 110 °C
- storage temp.
- 2-8°C
- pka
- -2.20±0.40(Predicted)
- Appearance
- Colorless to light yellow Liquid
Safety
- Hazard Codes
- T
- Risk Statements
- 25-37/38-41
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 2810
- WGK Germany
- 3
- HazardClass
- IRRITANT
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 673927
- Product name
- Ethyl N-Boc-4-methylpiperidine-4-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $143
- Updated
- 2023/06/20
- Product number
- E932508
- Product name
- Ethyl N-Boc-4-methylpiperidine-4-carboxylate
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 9873AA
- Product name
- 1-tert-Butyl4-ethyl4-methylpiperidine-1,4-dicarboxylate
- Packaging
- 1g
- Price
- $87
- Updated
- 2021/12/16
- Product number
- 123991
- Product name
- Ethyl1-Boc-4-methylpiperidine-4-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $116
- Updated
- 2021/12/16
- Product number
- 9873AA
- Product name
- 1-tert-Butyl4-ethyl4-methylpiperidine-1,4-dicarboxylate
- Packaging
- 5g
- Price
- $154
- Updated
- 2021/12/16
Ethyl N-Boc-4-methylpiperidine-4-carboxylate Chemical Properties,Usage,Production
Uses
Reactant for synthesis of:
- Dipeptidyl peptidase-4 inhibitor ABT-279
- Building blocks for piperazine-based CCR5 antagonists
Synthesis
142851-03-4
74-88-4
189442-87-3
Ethyl N-Boc-4-piperidinecarboxylate (10.00 g, 36.92 mmol) was dissolved in tetrahydrofuran (THF, 100 mL) and the solution was cooled to -78 °C. Under nitrogen protection, lithium diisopropylammonium (LDA, 47 mmol, 23 mL) was slowly added, maintaining the temperature at -78 °C, and the reaction mixture was stirred for 1 hour. Subsequently, iodomethane (81.25 mmol, 5.08 mL) was added dropwise and stirring was continued at -78 °C for 1 hour. Upon completion of the reaction, the cold bath was removed and the reaction mixture was allowed to warm slowly to room temperature and stirring was continued for 30 min. The reaction was quenched with saturated ammonium chloride (NH4Cl) solution followed by partition extraction with ethyl acetate (EtOAc). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford the target product ethyl N-Boc-4-methyl-4-piperidinecarboxylate in quantitative yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6) with chemical shifts δ: 4.11 (q, J=7.1 Hz, 2H), 3.61 (dt, J=13.4 Hz, J=4.5 Hz, 2H), 2.95 (d, J=0.3 Hz, 2H), 1.91 (d, J=13.6 Hz, 2H), 1.39 (s, 9H) , 1.31 (m, 2H), 1.19 (m, 3H), 1.15 (s, 3H).
References
[1] Patent: WO2015/86527, 2015, A1. Location in patent: Page/Page column 113; 114
[2] Patent: WO2015/86525, 2015, A1. Location in patent: Page/Page column 117
[3] Patent: WO2008/121687, 2008, A2. Location in patent: Page/Page column 43; 89; 94
[4] Patent: WO2006/83003, 2006, A1. Location in patent: Page/Page column 36-37
[5] Journal of Medicinal Chemistry, 2017, vol. 60, # 11, p. 4680 - 4692
Ethyl N-Boc-4-methylpiperidine-4-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl N-Boc-4-methylpiperidine-4-carboxylate manufacturers
- Product
- Ethyl N-Boc-4-methylpiperidine-4-carboxylate 189442-87-3
- Price
- US $0.01/KG
- Min. Order
- 1KG
- Purity
- 98%; 99%
- Supply Ability
- 1kg; 5kg; 10kg;25kg
- Release date
- 2020-01-07