1-N-BOC-3-IODOMETHYLPIPERIDINE
- Product Name
- 1-N-BOC-3-IODOMETHYLPIPERIDINE
- CAS No.
- 253177-03-6
- Chemical Name
- 1-N-BOC-3-IODOMETHYLPIPERIDINE
- Synonyms
- CIVENTICHEM CV-5056;tert-Butyl 3-(iodomethyl);1-BOC-3-IODOMETHYLPIPERIDINE;N-BOC-3-(iodomethyl)piperidine;1-N-BOC-3-IODOMETHYLPIPERIDINE;tert-butyl 3-(iodomethyl)piperidine-1-carboxylate;3-(Iodomethyl)-1-piperidinecarboxylic acid tert-butyl ester;1-Piperidinecarboxylic acid, 3-(iodomethyl)-, 1,1-dimethylethyl ester
- CBNumber
- CB62464529
- Molecular Formula
- C11H20INO2
- Formula Weight
- 325.19
- MOL File
- 253177-03-6.mol
1-N-BOC-3-IODOMETHYLPIPERIDINE Property
- Boiling point:
- 336.6±15.0 °C(Predicted)
- Density
- 1.447
- storage temp.
- 2-8°C(protect from light)
- pka
- -1.92±0.40(Predicted)
- Appearance
- Colorless to light yellow Solid-liquid mixture
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- 2031AB
- Product name
- tert-Butyl3-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 250mg
- Price
- $109
- Updated
- 2021/12/16
- Product number
- OR322791
- Product name
- tert-Butyl3-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 1g
- Price
- $161
- Updated
- 2021/12/16
- Product number
- BP-11550
- Product name
- tert-butyl3-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 1g
- Price
- $179
- Updated
- 2021/12/16
- Product number
- OR322791
- Product name
- tert-Butyl3-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 5g
- Price
- $483
- Updated
- 2021/12/16
- Product number
- 4H56-5-FL
- Product name
- tert-Butyl 3-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 5G
- Price
- $533
- Updated
- 2021/12/16
1-N-BOC-3-IODOMETHYLPIPERIDINE Chemical Properties,Usage,Production
Synthesis
116574-71-1
253177-03-6
General procedure for the synthesis of N-Boc-3-iodomethylpiperidine from tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate: Imidazole (1.58 g, 23.2 mmol), triphenylphosphine (6.09 g, 23.2 mmol), and iodine (4.72 g, 18.6 mmol) were sequentially added to a solution containing 1-(tert-butoxycarbonyl)piperidin-3-ylmethanol (2.00 g, 9.29 mmol) in a solution of benzene (50 mL). The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. Water was added to the residue and subsequently extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent ratio: hexane/ethyl acetate = 20:1 → 5:1) to afford 2.91 g (96% yield) of the target compound N-Boc-3-iodomethylpiperidine as a light yellow oil. The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 1.19-1.28 (1H, m), 1.40-1.52 (10H, m), 1.61-1.68 (2H, m), 1.91-1.95 (1H, m), 2.54-2.69 (1H, m), 2.79-2.84 (1H, m), 3.08 (2H , d, J=6.7 Hz), 3.84 (1H, td, J=13.4, 3.7 Hz), 3.97-4.13 (1H, m). Mass spectrometry analysis (FAB+) showed the molecular ion peak m/z: 326 ([M+H]+).
References
[1] Patent: EP1780210, 2007, A1. Location in patent: Page/Page column 54-55
[2] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 12, p. 1525 - 1530
[3] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 21, p. 3235 - 3238
[4] Patent: US6335324, 2002, B1. Location in patent: Page column 211
1-N-BOC-3-IODOMETHYLPIPERIDINE Preparation Products And Raw materials
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