N-Boc-4-piperidinemethanol Chemical Properties

Melting point:

78-82 °C (lit.)

Boiling point:

308.0±15.0 °C(Predicted)

Density 

1.059±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

14.94±0.10(Predicted)

form 

Powder

color 

White to brown

InChI

InChI=1S/C11H21NO3/c1-11(2,3)15-10(14)12-6-4-9(8-13)5-7-12/h9,13H,4-8H2,1-3H3

InChIKey

CTEDVGRUGMPBHE-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(CO)CC1

CAS DataBase Reference

123855-51-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

Storage Class

13 - Non Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

N-Boc-4-piperidinemethanol Usage And Synthesis

Chemical Properties

White to light brown solid

Uses

N-Boc-4-piperidinemethanol is an important piperidine derivative, which can be used in organic synthesis and pharmaceutical intermediates, It may be used to synthesize:
methyl 5-methoxy-4-(1-methylpiperidin-4-ylmethoxy)-2-nitrobenzoate
N-Boc-4-piperidinecarboxaldehyde
[1-(tert-butoxycarbonyl)piperidin-4-yl]methyl methanesulfonate
Involved in the synthesis of bradycardic agents.

Application

N-Boc-4-piperidinemethanol is a curcumin analogue that binds to the epidermal growth factor receptor (EGFR) and prevents the binding of ligands. In vitro studies have shown that it can inhibit tumor growth and induce apoptosis in cancer cells. The drug is also capable of inhibiting the proliferation of normal cells, which may be due to its ability to recruit EGFR from outside the cell membrane. This process triggers signaling events that lead to cell death.

General Description

N-Boc-4-piperidinemethanol contains a tert-butyloxycarbonyl (t-BOC)-protecting group. It can be synthesized from 4-piperidinemethanol via reaction with di-tert-butyldicarbonate.

Synthesis

To a dichloromethane solution ( 70 m L ) of piperidine-4-methanol ( 5.122 g , 44.5 mmol) was added di-tert-butyl dicarbonate ( 8.91 g , 40.8 mmol), the resulting reaction solution was stirred at room temperature for 3 h and then poured into Et2O ( 250 mL ), and then washed with 0.5 M aqueous HCl (3 ?? 75 mL), 50 mL of brine, separated the The organic layer was separated and dried ( MgSO4 ), the desiccant was removed by filtration and the filtrate was concentrated under vacuum to obtain the target product N-Boc-4-piperidinemethanol (9.78 g ,quantitative conversion).

N-Boc-4-piperidinemethanol(123855-51-6)Related Product Information

• N-Boc-Piperidine-4-carboxylic acid methyl ester
• DROPERIDOL
• N-(tert-Butoxycarbonyl)-4-piperidone
• Haloperidol
• PHENCYCLIDINE-D5 HYDROCHLORIDE
• tert-Butyl acetate
• tert-Butyl peroxyacetate
• 4-Piperidinemethanol
• tert-Butanol
• 1-Boc-2-piperidinemethanol,1-N-Boc-2-piperidinemethanol,1-TERT-BUTOXYCARBONYL-2-PIPERIDINEMETHANOL, N-BOC-2-PIPERIDINEMETHANOL
• 1-TERT-BUTOXYCARBONYL-3-PIPERIDINEMETHANOL, N-BOC-3-PIPERIDINEMETHANOL,1-Boc-3-piperidinemethanol
• 1-Boc-4-(2-hydroxyethyl)piperidine
• 2,2,6,6-Tetramethyl-4-piperidinol
• N-BOC-4-Hydroxypiperidine
• tert-Butyl 4-methylenepiperidine-1-carboxylate
• 1-Boc-4-cyanopiperidine
• N-Boc-(2R,3R,4S)-dolaproine
• TERT-BUTYL N-(2-HYDROXYETHYL)CARBAMATE