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N-BOC-4-Hydroxypiperidine

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Name

N-BOC-4-Hydroxypiperidine

EINECS -0
CAS No. 109384-19-2 Density 1.107 g/cm3
PSA 49.77000 LogP 1.31610
Solubility N/A Melting Point 60-65 ºC
Formula C10H19NO3 Boiling Point 292.3 ºC at 760 mmHg
Molecular Weight 201.266 Flash Point 130.6 ºC
Transport Information N/A Appearance white or off-white crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 109384-19-2 (N-BOC-4-Hydroxypiperidine) Hazard Symbols IrritantXi
Synonyms

1,1-Dimethylethyl4-hydroxypiperidine-1-carboxylate;1-(tert-Butoxycarbonyl)-4-hydroxypiperidine;1-(tert-Butyloxycarbonyl)piperidin-4-ol;1-Boc-4-hydroxypiperidine;1-Boc-piperidin-4-ol;1-tert-Butoxycarbonyl-4-piperidinol;1-tert-Butyloxycarbonyl-4-hydroxypiperidine;4-Hydroxy-1-(tert-butoxycarbonyl)piperidine;4-Hydroxy-1-piperidinecarboxylicacid tert-butyl ester;4-Hydroxy-N-(tert-butoxycarbonyl)piperidine;4-Hydroxy-N-Boc-piperidine;4-Hydroxypiperidine-1-carboxylic acid tert-butylester;N-(tert-Butoxycarbonyl)-4-hydroxypiperidine;N-(tert-Butoxycarbonyl)piperidin-4-ol;N-(tert-Butyloxycarbonyl)-4-hydroxypiperidine;N-(tert-Butyloxycarbonyl)-4-piperidinol;N-Boc-4-hydroxy-1-piperidine;N-Boc-4-piperidinol;tert-Butyl4-hydroxy-1-piperidinecarboxylate;1-Piperidinecarboxylicacid, 4-hydroxy-, 1,1-dimethylethyl ester;

Article Data 179

N-BOC-4-Hydroxypiperidine Synthetic route

5382-16-1

4-HYDROXYPIPERIDINE

24424-99-5

di-tert-butyl dicarbonate

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol at 20℃;100%
With sodium carbonate In dichloromethane; water for 72h;100%
With sodium carbonate In dichloromethane; water for 72h; Inert atmosphere;100%
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one With sodium tetrahydroborate In ethanol at 0 - 20℃; for 4h;
Stage #2: With water; ammonium chloride In ethanol
100%
With sodium hydroxide; sodium borohydrid In methanol100%
5382-16-1

4-HYDROXYPIPERIDINE

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With tert-butyldicarbonate; triethylamine In dichloromethane at 0℃; for 21h;100%
5382-16-1

4-HYDROXYPIPERIDINE

34619-03-9

tert-butyldicarbonate

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane for 15h;100%
In tetrahydrofuran at 20℃;98.3%
With triethylamine In tetrahydrofuran at 20℃;98.3%
24424-99-5

di-tert-butyl dicarbonate

5382-17-2

piperidin-4-ol hydrochloride

144-55-8

sodium hydrogencarbonate

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
In 1,4-dioxane100%
In 1,4-dioxane100%
626-64-2

pyridin-4-ol

24424-99-5

di-tert-butyl dicarbonate

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: pyridin-4-ol With chloro(1,5-cyclooctadiene)rhodium(I) dimer; borane-ammonia complex In 2,2,2-trifluoroethanol at 50℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #2: di-tert-butyl dicarbonate With triethylamine In 2,2,2-trifluoroethanol at 20℃; Inert atmosphere; Schlenk technique; Sealed tube;
99%
5382-16-1

4-HYDROXYPIPERIDINE

201230-82-2

carbon monoxide

75-65-0

tert-butyl alcohol

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With 2C7H9N4*Au(1+)*Cu(1+)*2I(1-) In toluene at 90℃; for 8h; Autoclave;98%
24424-99-5

di-tert-butyl dicarbonate

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; ethyl acetate95%
Multi-step reaction with 2 steps
1: triethylamine / water; 1,4-dioxane / 0 - 20 °C
2: sodium tetrahydroborate; methanol / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0.8 h / 0 - 20 °C
2: sodium tetrahydroborate; methanol / 0.01 h / 0 - 20 °C
View Scheme
24424-99-5

di-tert-butyl dicarbonate

A

75844-69-8

t-butyl piperidinecarboxylate

B

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; ethyl acetateA n/a
B 94%
With triethylamine In tetrahydrofuran; ethyl acetateA n/a
B 94%
With triethylamine In tetrahydrofuran; ethyl acetateA n/a
B 94%
1311186-22-7

tert-butyl 4-((4-methoxybenzyl)oxy)piperidine-1-carboxylate

109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With N,N,N,N-tetraethylammonium tetrafluoroborate In methanol Electrochemical reaction;81%

N-BOC-4-Hydroxypiperidine Chemical Properties

The Molecular Structure of N-BOC-4-Hydroxypiperidine (CAS NO.109384-19-2):

Empirical Formula: C10H19NO3
Molecular Weight: 201.2628
IUPAC Name: tert-butyl 4-hydroxypiperidine-1-carboxylate  
Appearance: White to cream powder
storage temp. Store at -15°C
Nominal Mass: 201 Da
Average Mass: 201.2628 Da
Monoisotopic Mass: 201.136493 Da 
Index of Refraction: 1.495
Molar Refractivity: 53.03 cm3
Molar Volume: 181.6 cm3
Surface Tension: 42.5 dyne/cm
Density: 1.107 g/cm3
Flash Point: 130.6 °C
Enthalpy of Vaporization: 61.7 kJ/mol
Boiling Point: 292.3 °C at 760 mmHg
Vapour Pressure: 0.000198 mmHg at 25°C 
Product Categories: Alcohols and Derivatives;Amines and Anilines;pharmacetical;Pyrans, Piperidines &Piperazines;Piperidine;Heterocyclic Compounds;Piperidines;Pyrans, Piperidines & Piperazines

N-BOC-4-Hydroxypiperidine Uses

 N-BOC-4-Hydroxypiperidine (CAS NO.109384-19-2) is used as pharmaceutical intermediates.

N-BOC-4-Hydroxypiperidine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice.
S36: Wear suitable protective clothing
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

N-BOC-4-Hydroxypiperidine Specification

 N-BOC-4-Hydroxypiperidine (CAS NO.109384-19-2) is also called as Tert-butyl 4-hydroxypiperidine-1-carboxylate ; Tert-butyl 4-hydroxy-1-piperidinecarboxylate ; N-(tert-butoxycarbonyl)-4-hydroxypiperidine ; N-(tert-butoxycarbonyl)-4-piperidinol ; N-boc-4-piperidinol ; N-boc-4-hydroxypiperidine ; N-boc-4-hydroxylpiperidine .

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