Product Name

  • Name

    N-Boc-4-piperidinemethanol

  • EINECS
  • CAS No. 123855-51-6
  • Article Data165
  • CAS DataBase
  • Density 1.059 g/cm3
  • Solubility
  • Melting Point 78-82 °C
  • Formula C11H21NO3
  • Boiling Point 308 °C at 760 mmHg
  • Molecular Weight 215.293
  • Flash Point 140.1 °C
  • Transport Information
  • Appearance
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 123855-51-6 (N-Boc-4-piperidinemethanol)
  • Hazard Symbols IrritantXi
  • Synonyms 4-(Hydroxymethyl)-1-piperidinecarboxylic acid1,1-dimethylethyl ester;4-(Hydroxymethyl)piperidine-1-carboxylic acidtert-butyl ester;4-Hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester;N-(tert-Butoxycarbonyl)-4-piperidinemethanol;N-BOC-piperidine-4-methanol;1-(tert-Butoxycarbonyl)-4-(hydroxymethyl)piperidine;1-(tert-Butoxycarbonyl)-4-piperidinemethanol;1-Boc-4-Hydroxymethylpiperidine;
  • PSA 49.77000
  • LogP 1.56370

Synthetic route

4-piperidinemethanol
6457-49-4

4-piperidinemethanol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
In dichloromethane100%
In tetrahydrofuran; ethyl acetate at 20℃; for 14h;100%
With sodium carbonate In tetrahydrofuran; water at 95℃; for 2.5h;100%
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran100%
Stage #1: N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid With borane-THF In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: With methanol
96%
With borane-THF In tetrahydrofuran at 0℃; for 0.666667h; Inert atmosphere;89%
tert butyl 4-formylpiperidine-1-carboxylate
137076-22-3

tert butyl 4-formylpiperidine-1-carboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 25℃; for 1h;100%
With sodium tetrahydroborate In ethanol for 1h; Inert atmosphere;53%
1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate
142851-03-4

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Stage #1: 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate With diisobutylaluminium hydride In tetrahydrofuran at -78 - 20℃; for 0.833333h;
Stage #2: With ammonium chloride In tetrahydrofuran; water at 20℃; for 0.75h;
97%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h;96%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;94%
tert-butyl 4-(iodomethyl)piperidine-1-carboxylate
145508-94-7

tert-butyl 4-(iodomethyl)piperidine-1-carboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran93%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With 4-methyl-morpholine; sodium borohydrid In tetrahydrofuran; methanol; ethyl acetate90%
With 4-methyl-morpholine; sodium borohydrid In tetrahydrofuran; methanol; ethyl acetate90%
borane tetrahydrofuran

borane tetrahydrofuran

potassium carbonate
584-08-7

potassium carbonate

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran; water84%
potassium carbonate
584-08-7

potassium carbonate

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran; water84%
1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate
124443-68-1

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Stage #1: 1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate With lithium borohydride In tetrahydrofuran at 0℃; Reflux;
Stage #2: With water In tetrahydrofuran Product distribution / selectivity;
82%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Inert atmosphere;
4-piperidinemethanol
6457-49-4

4-piperidinemethanol

tBuOC(O)X

tBuOC(O)X

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Acylation;
isonipecotic acid
498-94-2

isonipecotic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / aq. NaOH, Et3N / dioxane / 20 h / Ambient temperature
2: BH3*THF / tetrahydrofuran / 1 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / CH2Cl2
2: 100 percent / BH3*THF / tetrahydrofuran
View Scheme
Multi-step reaction with 2 steps
1: 91 percent / NaHCO3 / dioxane; H2O / 24 h
2: 84 percent / BH3*THF / tetrahydrofuran / 0 - 25 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / aq. NaOH, Et3N / dioxane / 20 h / Ambient temperature
2: BH3*THF / tetrahydrofuran / 1 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / CH2Cl2
2: 100 percent / BH3*THF / tetrahydrofuran
View Scheme
Multi-step reaction with 2 steps
1: 91 percent / NaHCO3 / dioxane; H2O / 24 h
2: 84 percent / BH3*THF / tetrahydrofuran / 0 - 25 °C
View Scheme
4-carbethoxypiperidine
1126-09-6

4-carbethoxypiperidine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / Et3N; DMAP / CH2Cl2
2: 94 percent / LiAlH4 / tetrahydrofuran / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 99 percent / ethyl acetate / 20 h / Ambient temperature
2: 84 percent / LAH / tetrahydrofuran / 2 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 94 percent / Et3N / dioxane; H2O / 16 h / 0 - 20 °C
2: 93 percent / LiAlH4 / tetrahydrofuran / 16 h / 0 - 20 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1.) NaH; 2.) SOCl2

1.) NaH; 2.) SOCl2

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / Et3N; DMAP / CH2Cl2
2: 94 percent / LiAlH4 / tetrahydrofuran / 0 °C
View Scheme
isonipecotic acid
498-94-2

isonipecotic acid

paraformaldehyde

paraformaldehyde

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / NaHCO3 / dioxane; H2O / 24 h
2: 84 percent / BH3*THF / 0 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aq. NaOH / 1,2-dimethoxy-ethane
2.1: isobutyl chloroformate; N-methylmorpholine / 1,2-dimethoxy-ethane / 0 °C
2.2: aq. NaBH4
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

pentacarbonyl<1-<<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>oxy>-(E)-3-phenyl-2-propenylidene>chromium

pentacarbonyl<1-<<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>oxy>-(E)-3-phenyl-2-propenylidene>chromium

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / NaHCO3 / dioxane; H2O / 24 h
2: 84 percent / BH3*THF / 0 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aq. NaOH / 1,2-dimethoxy-ethane
2.1: isobutyl chloroformate; N-methylmorpholine / 1,2-dimethoxy-ethane / 0 °C
2.2: aq. NaBH4
View Scheme
4-piperidinemethanol
6457-49-4

4-piperidinemethanol

tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;
In dichloromethane at 0 - 20℃;
borane-THF
14044-65-6

borane-THF

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran
4-carbethoxypiperidine
1126-09-6

4-carbethoxypiperidine

aqueous sodium hydrogen sulfate

aqueous sodium hydrogen sulfate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate
142851-03-4

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; diethyl ether; ethyl acetate11.7 gm (36%)
isonipecotic acid
498-94-2

isonipecotic acid

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

(Boc)2 O

(Boc)2 O

ethyl acetate
141-78-6

ethyl acetate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; triethylamine In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane
sodium borohydrid

sodium borohydrid

tert butyl 4-formylpiperidine-1-carboxylate
137076-22-3

tert butyl 4-formylpiperidine-1-carboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran; hexane
tert-butyl 4-((4-(benzyloxy)phenoxy)methyl)piperidine-1-carboxylate
1401098-21-2

tert-butyl 4-((4-(benzyloxy)phenoxy)methyl)piperidine-1-carboxylate

A

tert-butyl 4-((4-hydroxycyclohexyloxy)methyl)piperidine-1-carboxylate
1401098-22-3

tert-butyl 4-((4-hydroxycyclohexyloxy)methyl)piperidine-1-carboxylate

B

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / palladium 10% on activated carbon / ethanol; water / 15 h / 23 °C / 760.05 Torr
2: hydrogen; sodium hydroxide / rhodium contaminated with carbon / water / 21 h / 60 - 70 °C / 7500.75 - 9750.98 Torr
View Scheme
tert-butyl 4-[(4-hydroxyphenoxy)methyl]piperidine-1-carboxylate
1350060-40-0

tert-butyl 4-[(4-hydroxyphenoxy)methyl]piperidine-1-carboxylate

A

tert-butyl 4-((4-hydroxycyclohexyloxy)methyl)piperidine-1-carboxylate
1401098-22-3

tert-butyl 4-((4-hydroxycyclohexyloxy)methyl)piperidine-1-carboxylate

B

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
With hydrogen; sodium hydroxide; rhodium contaminated with carbon In water at 60 - 70℃; under 7500.75 - 9750.98 Torr; for 21h;
piperidine-4-carboxylic acid ethyl ester hydrochloride

piperidine-4-carboxylic acid ethyl ester hydrochloride

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 16 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 - 45 °C
View Scheme
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C
1.2: 12 h / 0 - 25 °C
2.1: cerium(III) chloride; sodium iodide / acetonitrile / 12 h / Reflux
3.1: sodium tetrahydroborate; methanol / 1 h / 0 - 25 °C
View Scheme
tert-butyl 4-(methoxymethylene)piperidine-1-carboxylate
138022-91-0

tert-butyl 4-(methoxymethylene)piperidine-1-carboxylate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: cerium(III) chloride; sodium iodide / acetonitrile / 12 h / Reflux
2: sodium tetrahydroborate; methanol / 1 h / 0 - 25 °C
View Scheme
isonipecotic acid methyl ester
2971-79-1

isonipecotic acid methyl ester

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 12 h / 25 °C
2: lithium borohydride / tetrahydrofuran / 0 °C / Reflux
View Scheme
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen / water / 1.5 h / 80 - 95 °C
2: potassium hydroxide; water / ethanol
3: sodium tetrahydroborate / tetrahydrofuran / 3.5 h / -5 - 0 °C
View Scheme
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate
161975-39-9

tert-butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 5℃; for 1.5h;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.33333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert butyl 4-formylpiperidine-1-carboxylate
137076-22-3

tert butyl 4-formylpiperidine-1-carboxylate

Conditions
ConditionsYield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane Swern oxidation;100%
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With oxalyl dichloride; dimethyl sulfoxide In dichloromethane for 0.25h; Cooling with acetone-dry ice;
Stage #2: With triethylamine In dichloromethane at 20℃;
100%
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -20℃; for 0.333333h; Swern oxidation; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at -50 - 20℃; Swern oxidation; Inert atmosphere;
100%
benzyl bromide
100-39-0

benzyl bromide

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-((benzyloxy)methyl)piperidine-1-carboxylate
301226-04-0

tert-butyl 4-((benzyloxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 23h;100%
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; mineral oil at 0 - 80℃; for 3h; Inert atmosphere;
76%
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 0.75h;
Stage #2: benzyl bromide In DMF (N,N-dimethyl-formamide) at 0 - 60℃;
With NaH In hexane; N,N-dimethyl-formamide
C13H12N4O3
895136-02-4

C13H12N4O3

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

C19H23N5O3

C19H23N5O3

Conditions
ConditionsYield
Stage #1: C13H12N4O3; tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With PS-triphenylphosphine In dichloromethane for 0.0833333h;
Stage #2: With di-tert-butyl-diazodicarboxylate In dichloromethane at 20℃; for 3h;
Stage #3: With trifluoroacetic acid In dichloromethane
100%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

(1-tert-butoxycarbonylpiperidin-4-ylmethyl)methanesulfonate

(1-tert-butoxycarbonylpiperidin-4-ylmethyl)methanesulfonate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water100%
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(chloromethyl)piperidine-1-carboxylate
479057-79-9

tert-butyl 4-(chloromethyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With tetrachloromethane In dichloromethane at 20℃;100%
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

4-piperidinemethanol hydrochloride

4-piperidinemethanol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 20℃; for 3h;100%
With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 6h;77%
With hydrogenchloride In methanol; diethyl ether for 1h;
With hydrogenchloride In 1,4-dioxane; water for 1h;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

4-(methylsulfonylmethyl)piperidine-1-carboxylic acid tert-butyl ester
194872-09-8

4-(methylsulfonylmethyl)piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 12.5h;100%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine
166815-96-9

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 17℃; for 2h; Inert atmosphere;99%
With triethylamine In dichloromethane at 10 - 20℃; for 12h;92.1%
With pyridine at 0 - 20℃; for 16h;91%
1-methyl-4-nitro-5-chloro-1H-pyrazole
42098-25-9

1-methyl-4-nitro-5-chloro-1H-pyrazole

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-((4-amino-1-methyl-1H-pyrazol-5-yloxy)methyl)piperidine-1-carboxylate
1338717-88-6

tert-butyl 4-((4-amino-1-methyl-1H-pyrazol-5-yloxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 5-chloro-1-methyl-4-nitro-1H-pyrazole; tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With sodium hydride In N,N-dimethyl-formamide for 1h;
Stage #2: With iron; ammonium chloride In ethanol; water at 60℃; for 1h;
99%
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-((5-bromopyridin-2-yloxy)methyl)piperidine-1-carboxylate
1010114-48-3

tert-butyl 4-((5-bromopyridin-2-yloxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; Temperature; Concentration;98%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 80℃; for 5h;87%
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With sodium hydride In dimethyl sulfoxide; mineral oil at 20 - 50℃; for 1.5h;
Stage #2: 2,5-dibromopyridine In dimethyl sulfoxide; mineral oil at 20℃;
84%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3h;78%
4-((3-phenylpropyl)amino)-2-chloroquinazolin-7-ol

4-((3-phenylpropyl)amino)-2-chloroquinazolin-7-ol

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

4-((3-phenylpropyl)amino)-2-chloro-7-(O-((N-boc)piperidin-4-ylmethoxy))quinazoline

4-((3-phenylpropyl)amino)-2-chloro-7-(O-((N-boc)piperidin-4-ylmethoxy))quinazoline

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 18h; Inert atmosphere;98%
4,6-dichloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine
881902-80-3

4,6-dichloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-[[6-chloro-1-(2-trimethylsilylethoxymethyl)pyrrolo[2,3-b]pyridin-4-yl]oxymethyl] piperidine-1-carboxylate

tert-butyl 4-[[6-chloro-1-(2-trimethylsilylethoxymethyl)pyrrolo[2,3-b]pyridin-4-yl]oxymethyl] piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.5h;
Stage #2: 4,6-dichloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine In dimethyl sulfoxide; mineral oil at 20℃; for 2h;
98%
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(iodomethyl)piperidine-1-carboxylate
145508-94-7

tert-butyl 4-(iodomethyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In tetrahydrofuran at 20℃;97%
With pyridine; iodine; triphenylphosphine In benzene for 1.5h; Heating;92%
With 1H-imidazole; iodine; triphenylphosphine In tetrahydrofuran at 20℃; for 14h;92%
(4-chlorophenyl)(3-hydroxyphenyl)methanone
62810-39-3

(4-chlorophenyl)(3-hydroxyphenyl)methanone

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-{[3-(4-chlorobenzoyl)phenoxy]methyl}-piperidine-1-carboxylate
1372526-57-2

tert-butyl 4-{[3-(4-chlorobenzoyl)phenoxy]methyl}-piperidine-1-carboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 3h; Mitsunobu reaction;97%
4-Nitrophenyl chloroformate
7693-46-1

4-Nitrophenyl chloroformate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

(1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl 4-nitrophenyl carbonate
1159928-33-2

(1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl 4-nitrophenyl carbonate

Conditions
ConditionsYield
With 4-methyl-morpholine In DCM at 0 - 20℃;96%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(((2'-hydroxy-[1,1'-biphenyl]-2-yl)oxy)methyl)piperidine-1-carboxylate

tert-butyl 4-(((2'-hydroxy-[1,1'-biphenyl]-2-yl)oxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;96%
5-bromo-6-chloropyridin-3-ol
130115-85-4

5-bromo-6-chloropyridin-3-ol

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

C16H22BrClN2O3

C16H22BrClN2O3

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 5h;96%
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(bromomethyl)piperidine-1-carboxylate
158407-04-6

tert-butyl 4-(bromomethyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 1h;95%
With carbon tetrabromide; triphenylphosphine In dichloromethane for 0.166667h;95%
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃; for 22h;94%
4-((1-benzylpiperidin-4-yl)amino)-6-methoxy-7-hydroxy-2-(4-phenylpiperazin-1-yl)quinazoline

4-((1-benzylpiperidin-4-yl)amino)-6-methoxy-7-hydroxy-2-(4-phenylpiperazin-1-yl)quinazoline

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

4-((1-benzylpiperidine-4-yl)amino)-6-methoxy-2-(4-phenylpiperazin-1-yl)-7-(O-((N-Boc)piperidin-4-ylmethoxy))quinazoline

4-((1-benzylpiperidine-4-yl)amino)-6-methoxy-2-(4-phenylpiperazin-1-yl)-7-(O-((N-Boc)piperidin-4-ylmethoxy))quinazoline

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; for 28h; Inert atmosphere;95%
2-fluoro-5-nitrophenyldiazonium tetrafluoroborate

2-fluoro-5-nitrophenyldiazonium tetrafluoroborate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

5-nitro-2-(piperidinium-4-ylmethoxy)benzenediazonium tetrafluoroborate fluoride

5-nitro-2-(piperidinium-4-ylmethoxy)benzenediazonium tetrafluoroborate fluoride

Conditions
ConditionsYield
In dimethylsulfoxide-d6; [D3]acetonitrile at 40℃; for 15h; Inert atmosphere;95%
N-(3-methoxybenzyl)-6-methyl-4-(2H-tetrazol-5-yl)picolinamide
1112181-71-1

N-(3-methoxybenzyl)-6-methyl-4-(2H-tetrazol-5-yl)picolinamide

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-((5-(2-((3-methoxybenzyl)carbamoyl)-6-methylpyridin-4-yl)-2H-tetrazol-2-yl)methyl)piperidine-1-carboxylate

tert-butyl 4-((5-(2-((3-methoxybenzyl)carbamoyl)-6-methylpyridin-4-yl)-2H-tetrazol-2-yl)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 15h;94%
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

N-(N-Boc-piperidin-4-yl)methoxyphthalimide
143540-03-8

N-(N-Boc-piperidin-4-yl)methoxyphthalimide

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;94%
3-bromo-4-chloropyridine
36953-42-1

3-bromo-4-chloropyridine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(((3-bromopyridin-4-yl)oxy)methyl)piperidine-1-carboxylate

tert-butyl 4-(((3-bromopyridin-4-yl)oxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide94%
tert-butyl 3-chloro-4-fluorobenzoate
570407-88-4

tert-butyl 3-chloro-4-fluorobenzoate

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-((4-(tert-butoxycarbonyl)-2-chlorophenoxy)methyl)piperidine-1-carboxylate

tert-butyl 4-((4-(tert-butoxycarbonyl)-2-chlorophenoxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere;94%

N-Boc-4-piperidinemethanol Chemical Properties

IUPAC Name: tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate
Synonyms of N-Boc-4-piperidinemethanol (CAS NO.123855-51-6): N-tert-Butyloxycarbonyl-4-piperidinemethanol
CAS NO: 123855-51-6
Molecular formula: C11H21NO3
Molecular Weight: 215.29
Molecular Structure : 
Melting point:78-82 °C(lit.)
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 4
Polar Surface Area: 38.77 Å2
Index of Refraction: 1.479
Molar Refractivity: 57.66 cm3
Molar Volume: 203.2 cm3
Surface Tension: 37.8 dyne/cm
Density: 1.059 g/cm3
Flash Point: 140.1 °C
Enthalpy of Vaporization: 63.62 kJ/mol
Boiling Point: 308 °C at 760 mmHg
Vapour Pressure: 6.41E-05 mmHg at 25°C 
Melting Point: 78-82 °C(lit.) 
Product Categories of N-Boc-4-piperidinemethanol (CAS NO.123855-51-6): Amines;blocks;Piperidine;Piperazine

N-Boc-4-piperidinemethanol Safety Profile

Safety Information about N-Boc-4-piperidinemethanol (CAS NO.123855-51-6):
Hazard Codes:  Xi
WGK Germany: 3
Hazard Note: Irritant

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