ChemicalBook > CAS DataBase List > Benzyl 4-hydroxy-1-piperidinecarboxylate

Benzyl 4-hydroxy-1-piperidinecarboxylate

Product Name
Benzyl 4-hydroxy-1-piperidinecarboxylate
CAS No.
95798-23-5
Chemical Name
Benzyl 4-hydroxy-1-piperidinecarboxylate
Synonyms
BENZYL 4-HYDROXYPIPERIDINE-1-CARBOXYLATE;BUTTPARK 93\50-53;1-Cbz-4-piperidinol;1-CBZ-4-hydroxypethidine;1-Cbz-4-hydroxypiperidine;N-CBZ-4-HYDROXYPIPERIDINE;N-CBZ-4-HYDROXY-1-PIPERIDINE;1-Carbobenzoxy-4-piperidinol;1-Carbobenzoxy-4-hydroxypiperidine;1-(Benzyloxycarbonyl)-4-piperidinol
CBNumber
CB5199534
Molecular Formula
C13H17NO3
Formula Weight
235.28
MOL File
95798-23-5.mol
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Benzyl 4-hydroxy-1-piperidinecarboxylate Property

Boiling point:
167 °C/0.2 mmHg (lit.)
Density 
1.554 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.543(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Oil
pka
14.79±0.20(Predicted)
color 
Orange
InChI
InChI=1S/C13H17NO3/c15-12-6-8-14(9-7-12)13(16)17-10-11-4-2-1-3-5-11/h1-5,12,15H,6-10H2
InChIKey
JKIUUDJOCYHIGY-UHFFFAOYSA-N
SMILES
N1(C(OCC2=CC=CC=C2)=O)CCC(O)CC1
CAS DataBase Reference
95798-23-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
2933399990
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
513903
Product name
Benzyl 4-hydroxy-1-piperidinecarboxylate
Purity
97%
Packaging
10ml
Price
$174
Updated
2023/06/20
TCI Chemical
Product number
B4869
Product name
Benzyl 4-Hydroxy-1-piperidinecarboxylate
Purity
>98.0%(GC)
Packaging
5g
Price
$50
Updated
2025/07/31
TCI Chemical
Product number
B4869
Product name
Benzyl 4-Hydroxy-1-piperidinecarboxylate
Purity
>98.0%(GC)
Packaging
25g
Price
$161
Updated
2025/07/31
TRC
Product number
B130108
Product name
Benzyl4-Hydroxypiperidine-1-carboxylate
Packaging
10mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB44151
Product name
Benzyl 4-hydroxy-1-piperidinecarboxylate
Packaging
500g
Price
$750
Updated
2021/12/16
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Benzyl 4-hydroxy-1-piperidinecarboxylate Chemical Properties,Usage,Production

Uses

Reactant for synthesis of:
Orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation
Piperidine derivatives
Molecular rods
Oxazolidinone-quinolone hybrids and their antibacterial activity
Cyclic prodrug of RGD peptidomimetic

Reactant for oxidation of alcohols

Synthesis

5382-16-1

501-53-1

95798-23-5

General procedure for the synthesis of N-Benzyloxycarbonyl-4-hydroxypiperidine from 4-hydroxypiperidine and benzyl chloroformate: over 30 min, benzyl chloroformate (8.55 mL; 60 mmol) was slowly added dropwise to a well-stirred 4-hydroxypiperidine (5 g; 49.44 mmol), a 1N aqueous NaOH solution (60 mL; 60 mmol) and dioxane (60 mL) in a in a cooled mixture. After dropwise addition, the reaction mixture was continued to stir for 30 minutes. Upon completion of the reaction, the reaction mixture was treated with water and subsequently concentrated and acidified with hydrochloric acid to pH 2. The acidified aqueous phase was extracted with EtOAc, the organic phases were combined, washed with water and saturated brine in that order, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by fast column chromatography (silica gel was the stationary phase, and the eluents were petroleum ether with 50% dichloromethane (60-80 °C) and 10% acetonitrile containing 2% methanol in chloroform solution). The final product was 12.5 g (99% yield) of N-Cbz-4-hydroxypiperidine as an oil; mass spectrum (chemical ionization): m/z 236 (M++1), 218, 192, 174, 91.

References

[1] Patent: WO2005/35495, 2005, A2. Location in patent: Page/Page column 129
[2] Patent: US7759387, 2010, B2. Location in patent: Page/Page column 113
[3] Bioorganic Chemistry, 2002, vol. 30, # 4, p. 285 - 301
[4] Chemistry - A European Journal, 2007, vol. 13, # 17, p. 4859 - 4872
[5] Angewandte Chemie - International Edition, 2014, vol. 53, # 12, p. 3236 - 3240

Benzyl 4-hydroxy-1-piperidinecarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Benzyl 4-hydroxy-1-piperidinecarboxylate manufacturers

Career Henan Chemical Co
Product
Benzyl 4-hydroxy-1-piperidinecarboxylate 95798-23-5
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
150KG
Release date
2019-07-01

95798-23-5, Benzyl 4-hydroxy-1-piperidinecarboxylateRelated Search:


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