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N-Boc-4-piperidinemethanol
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N-Boc-4-piperidinemethanol
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N-tert-Butoxycarbonyl-4-piperidinemethanol
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N-Boc-4-piperidinemethanol 123855-51-6
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123855-51-6 Usage

Chemical Properties

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

123855-51-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (556017)  N-Boc-4-piperidinemethanol  97% 123855-51-6 556017-5G 1,310.40CNY Detail
Aldrich (556017)  N-Boc-4-piperidinemethanol  97% 123855-51-6 556017-1G 377.91CNY Detail
Alfa Aesar (H26650)  1-Boc-4-piperidinemethanol, 97%    123855-51-6 5g 738.0CNY Detail
Alfa Aesar (H26650)  1-Boc-4-piperidinemethanol, 97%    123855-51-6 1g 223.0CNY Detail

123855-51-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Boc-4-piperidinemethanol

1.2 Other means of identification

Product number -
Other names N-tert-Butyloxycarbonyl-4-piperidinemethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:123855-51-6 SDS

123855-51-6Synthetic 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%

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