1-Cbz-4-hydroxymethylpiperidine
- Product Name
- 1-Cbz-4-hydroxymethylpiperidine
- CAS No.
- 122860-33-7
- Chemical Name
- 1-Cbz-4-hydroxymethylpiperidine
- Synonyms
- Z-PIC(4)-OL;Z-ISONIPECOTINOL;BUTTPARK 75\50-51;Z-ISONICOT(H6)-OL;N-Cbz-4-(hydroxymethyL;N- Cbz-4-piperidinemethanol;N-CARBOBENZOXY-4-PIPECOLINOL;1-CBZ-4-HYDROXYMETHYLPIPERIDINE;1-N-CBZ-HYDROXYMETHYL-PIPERIDINE;N-Cbz-4-(hydroxymethyl)piperidine
- CBNumber
- CB2135971
- Molecular Formula
- C14H19NO3
- Formula Weight
- 249.31
- MOL File
- 122860-33-7.mol
1-Cbz-4-hydroxymethylpiperidine Property
- Boiling point:
- 396.4±25.0 °C(Predicted)
- Density
- 1.162±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 14.94±0.10(Predicted)
- Appearance
- Colorless to off-white Solid-liquid mixture
- CAS DataBase Reference
- 122860-33-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-37/39
- 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
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- C227700
- Product name
- 1-N-Cbz-hydroxymethyl-piperidine
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- C227700
- Product name
- 1-N-Cbz-hydroxymethyl-piperidine
- Packaging
- 5g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 17102
- Product name
- 1-Z-4-Hydroxymethylpiperidine,≥98%
- Purity
- ≥98%
- Packaging
- 5G
- Price
- $29.12
- Updated
- 2021/12/16
- Product number
- 17102
- Product name
- 1-Z-4-Hydroxymethylpiperidine,≥98%
- Purity
- ≥98%
- Packaging
- 1G
- Price
- $13.5
- Updated
- 2021/12/16
- Product number
- CS-W002888
- Product name
- Benzyl4-(hydroxymethyl)piperidine-1-carboxylate
- Purity
- ≥97.0%
- Packaging
- 100g
- Price
- $104
- Updated
- 2021/12/16
1-Cbz-4-hydroxymethylpiperidine Chemical Properties,Usage,Production
Uses
1-N-Cbz-hydroxymethyl-piperidine is an intermediate used in the synthesis of benzoyloxyethylpiperidinylmethylamine as fluorescent antagonists for human 5-HT4 receptors. It is also used to prepare diaminobutane derivatives as potent Ca2+-Permeable AMPA receptor antagonists.
Synthesis
6457-49-4
501-53-1
122860-33-7
General procedure for the synthesis of N-CBZ-4-piperidinemethanol (1-CBZ-4-hydroxymethylpiperidine) from 4-(hydroxymethyl)piperidine and benzyl chloroformate: 4-(hydroxymethyl)piperidine (2.0 g, 17.4 mmol) was dissolved in anhydrous dichloromethane (DCM, 100 mL), and the solution was cooled to 0 °C and stirred. Triethylamine (4.8 mL, 34.8 mmol) and benzyl chloroformate (3.7 mL, 34.8 mmol) were added sequentially, then the reaction mixture was slowly warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the mixture was transferred to a partition funnel and layered with DCM (50 mL) and water (30 mL). The organic phase was separated and the aqueous phase was extracted with DCM (2 x 50 mL). All organic phases were combined, washed once with brine (30 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography using a gradient elution with hexane/EtOAc (70% to 100%) to afford 3.85 g (89% yield) of N-benzyloxycarbonyl-4-(hydroxymethyl)piperidine (E-12) as a clear oil. Its 1H NMR (CDCl3) data were as follows: δ 1.17 (m, 2H), 1.72 (m, 3H), 2.15 (br s, 1H), 2.78 (t, 2H, J = 12 Hz), 3.47 (d, 2H, J = 6.04 Hz), 4.20 (d, 2H, J = 11.68 Hz), 5.12 (s, 2H), 7.33 (m , 5H).
References
[1] Patent: WO2005/80394, 2005, A1. Location in patent: Page/Page column 131
[2] European Journal of Organic Chemistry, 2008, # 25, p. 4277 - 4295
[3] Patent: WO2010/46780, 2010, A2. Location in patent: Page/Page column 63-64
[4] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8110 - 8113
[5] Patent: US2003/55244, 2003, A1
1-Cbz-4-hydroxymethylpiperidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Cbz-4-hydroxymethylpiperidine manufacturers
- Product
- 1-Cbz-4-hydroxymethylpiperidine 122860-33-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-12-26