1-Boc-4-iodomethyl-piperidine
- Product Name
- 1-Boc-4-iodomethyl-piperidine
- CAS No.
- 145508-94-7
- Chemical Name
- 1-Boc-4-iodomethyl-piperidine
- Synonyms
- Boc-4-iodoMethylpiperidine;1-Boc-4-iodomethylpiperidine;1-TERT-BUTOXYCARBONYL-4-(IODOMETHYL)PIPERIDINE;tert-butyl 4-(iodomethyl)piperidine-1-carboxylate;1-Piperidinecarboxylic acid, 4-(iodomethyl)-, 1,1-dimethylethyl ester
- CBNumber
- CB31501189
- Molecular Formula
- C11H20INO2
- Formula Weight
- 325.19
- MOL File
- 145508-94-7.mol
1-Boc-4-iodomethyl-piperidine Property
- Boiling point:
- 336.6±15.0 °C(Predicted)
- Density
- 1.447±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- pka
- -1.82±0.40(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C11H20INO2/c1-11(2,3)15-10(14)13-6-4-9(8-12)5-7-13/h9H,4-8H2,1-3H3
- InChIKey
- RSMNYTJCWIDZAH-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCC(CI)CC1
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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
- B809518
- Product name
- tert-Butyl4-(Iodomethyl)piperidine-1-carboxylate
- Packaging
- 500mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 084379
- Product name
- tert-Butyl 4-(iodomethyl)piperidine-1-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $524
- Updated
- 2021/12/16
- Product number
- 34268
- Product name
- tert-butyl4-(iodomethyl)piperidine-1-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $600
- Updated
- 2021/12/16
- Product number
- 7192AA
- Product name
- tert-Butyl4-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 25g
- Price
- $404
- Updated
- 2021/12/16
- Product number
- 4H51-H-05
- Product name
- tert-Butyl 4-(iodomethyl)piperidine-1-carboxylate
- Packaging
- 25g
- Price
- $450
- Updated
- 2021/12/16
1-Boc-4-iodomethyl-piperidine Chemical Properties,Usage,Production
Uses
1-Boc-4-iodomethyl-piperidine is a pharmaceutical intermediate ingredient mainly used in chemical and experimental research. The compound and its derivatives can be used to prepare aromatic amine AR and BET-targeted protein degradation chimeric compounds.
Synthesis
123855-51-6
145508-94-7
The general procedure for the synthesis of tert-butyl 4-(iodomethyl)piperidine-1-carboxylate from N-BOC-4-piperidinemethanol was as follows: tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate (2.25 g, 10.5 mmol, 1.0 eq.), imidazole (858 mg, 12.6 mmol, 1.2 eq.) and triphenylphosphine (3.30 g, 12.6 mmol. 1.2 equiv) were dissolved in anhydrous THF (30 mL) and cooled to 0 °C. Anhydrous THF solution of iodine (3.20 g, 12.6 mmol, 1.2 eq.) was slowly added dropwise with stirring. After the dropwise addition, the reaction mixture was stirred at room temperature for 14 hours. After completion of the reaction, the reaction was quenched with saturated Na2S2O3 solution. The aqueous layer was extracted with EtOAc, the organic layers were combined, washed with water, dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude product was diluted several times with cold ether and filtered to remove the white crystals. The filtrate was concentrated under reduced pressure to afford the target compound tert-butyl 4-(iodomethyl)piperidine-1-carboxylate as a colorless oil in 92% yield. The product was analyzed by 1H NMR, 13C NMR and IR spectroscopy to confirm that the data were consistent with the literature reports.
References
[1] Journal of Medicinal Chemistry, 1994, vol. 37, # 17, p. 2721 - 2734
[2] European Journal of Medicinal Chemistry, 2019, p. 234 - 248
[3] Organic and Biomolecular Chemistry, 2014, vol. 12, # 5, p. 783 - 794
[4] Patent: WO2007/30366, 2007, A1. Location in patent: Page/Page column 231-232
[5] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2233 - 2239
1-Boc-4-iodomethyl-piperidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Boc-4-iodomethyl-piperidine manufacturers
- Product
- 1-Boc-4-iodomethyl-piperidine 145508-94-7
- Price
- US $1.00/KG
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1kg-1000kg
- Release date
- 2020-01-03