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79099-07-3 Usage

Chemical Properties

Light Yellow Powder
InChI:InChI=1/C10H17NO3/c1-10(2,3)14-9(13)11-6-4-8(12)5-7-11/h4-7H2,1-3H3

79099-07-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (461350)  1-Boc-4-piperidone  98% 79099-07-3 461350-100G 4,987.71CNY Detail
Aldrich (461350)  1-Boc-4-piperidone  98% 79099-07-3 461350-25G 1,545.57CNY Detail
Aldrich (461350)  1-Boc-4-piperidone  98% 79099-07-3 461350-5G 494.91CNY Detail

79099-07-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Boc-4-Piperidone

1.2 Other means of identification

Product number -
Other names tert-butyl 4-oxopiperidine-1-carboxylate

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:79099-07-3 SDS

79099-07-3Synthetic route

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-piperidone hydrochloride
41979-39-9

4-piperidone hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In water 1) 35 deg C, 1 h; 2) 50 deg C, 2.5 h;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;100%
Stage #1: di-tert-butyl dicarbonate; 4-piperidone hydrochloride With triethylamine; dmap In methanol at 20℃; for 20h;
Stage #2: With hydrogenchloride In dichloromethane
100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

piperidine-4,4-diol hydrochloride
40064-34-4

piperidine-4,4-diol hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran; water at 20℃; for 12h;99%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;98.6%
With potassium hydrogencarbonate In chloroform at 20℃;95%
4-piperidinone monohydrate
73390-11-1

4-piperidinone monohydrate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 50℃; for 3h;99%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

piperidin-2-one hydrochloride
5174-67-4

piperidin-2-one hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In acetonitrile for 2h; Inert atmosphere;99%
tert-butyl carbamate
4248-19-5

tert-butyl carbamate

4-piperidone hydrochloride
41979-39-9

4-piperidone hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
Stage #1: 4-piperidone hydrochloride With sodium hydroxide In water at 0℃;
Stage #2: tert-butyl carbazate In water for 4h;
98.44%
piperidin-4-one
41661-47-6

piperidin-4-one

tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
In ethanol for 1h; Reflux;96%
piperidin-4-one
41661-47-6

piperidin-4-one

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane at 0 - 25℃; for 12h; Inert atmosphere;95%
With triethylamine In dichloromethane at 20℃; for 16h;86%
With sodium hydroxide In tetrahydrofuran for 2h; Ambient temperature;
t-butyl 4-hydroxy piperidine-1-carboxylate
109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); potassium tert-butylate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 2,4-dichlorotoluene at 25℃; for 0.5h; Inert atmosphere;95%
With sodium hypochlorite; C186H204N12O36; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at 0 - 15℃; for 4h; pH=8.6;95%
With (diacetoxyiodo)benzene In dichloromethane at 20℃; for 3h;95%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-piperidone monohydrochloride monohydrate
40064-34-4

4-piperidone monohydrochloride monohydrate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 12h; Cooling with ice;94%
With sodium hydroxide In 1,4-dioxane92.5%
With triethylamine In dichloromethane; ethyl acetate86%
t-butyl malonate
541-16-2

t-butyl malonate

piperidine-4,4-diol hydrochloride
40064-34-4

piperidine-4,4-diol hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 0 - 20℃;93%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

piperidin-4-one hydrochloride monohydrate

piperidin-4-one hydrochloride monohydrate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane93%
With triethylamine In dichloromethane at 20℃;88%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h;87%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h;87%
5-tert-butoxycarbonyl-3-hydroxy-4,5,6,7-tetrahyroisoxazolo<4,3-c>pyridine
152559-29-0

5-tert-butoxycarbonyl-3-hydroxy-4,5,6,7-tetrahyroisoxazolo<4,3-c>pyridine

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With hydrogen; platinum on activated charcoal In ethanol Ambient temperature;86%
1-phenylmethyl-4-piperidone
3612-20-2

1-phenylmethyl-4-piperidone

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With PMHS; palladium dihydroxide In ethanol at 20℃; for 5h;86%
4-piperidone monohydrochloride monohydrate
40064-34-4

4-piperidone monohydrochloride monohydrate

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine
41840-28-2

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water for 6h; Ambient temperature;81.3%
S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine
41840-28-2

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

piperidine-4,4-diol hydrochloride
40064-34-4

piperidine-4,4-diol hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water at 20℃; for 6h;81.3%
tert-butyl 4-((diphenoxyphosphoryl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate
856684-31-6

tert-butyl 4-((diphenoxyphosphoryl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylsilane; cyclohexa-1,4-diene; oxygen; cobalt acetylacetonate In methanol; nonane at 24℃; under 760.051 Torr; Reagent/catalyst;81%
tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

4-piperidone hydrochloride
41979-39-9

4-piperidone hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 2h;75%
With triethylamine In dichloromethane at 0 - 20℃;71%
tert-butyl formate
762-75-4

tert-butyl formate

piperidin-4-one hydrochloride monohydrate

piperidin-4-one hydrochloride monohydrate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;73%
tert-butyl 4-methylidenepiperidine-1-carboxylate
159635-49-1

tert-butyl 4-methylidenepiperidine-1-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With 2,6-dimethylpyridine; sodium periodate; ruthenium(III) chloride trihydrate In dichloromethane; water; acetonitrile at 20℃; for 1h; Inert atmosphere;71%
3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propanoic acid
154775-43-6

3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propanoic acid

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;68%
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

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

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;67%
2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid
157688-46-5

2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;63%
tert butyl 4-formylpiperidine-1-carboxylate
137076-22-3

tert butyl 4-formylpiperidine-1-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;17%
tert-butyl 4-methoxypiperidine-1-carboxylate
188622-27-7

tert-butyl 4-methoxypiperidine-1-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With calcium hypochlorite; acetic acid In water; acetonitrile at 0℃; regioselective reaction;3%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C
2: SO3*NMe3; triethylamine; DMSO / 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: CH2Cl2 / 1 h / 20 °C
2: tetrapropylammoniumperruthenate; NMO; 3 Angstroem molecular sieves / CH2Cl2 / 1 h
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C
2: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C
2: Dess-Martin periodane / dichloromethane / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide; water / 1,4-dioxane / 0 - 20 °C
2: pyridinium chlorochromate; SiO2 / dichloromethane / 2 h / 20 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1.) NaH; 2.) SOCl2

1.) NaH; 2.) SOCl2

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C
2: SO3*NMe3; triethylamine; DMSO / 18 h / 20 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH2Cl2 / 1 h / 20 °C
2: tetrapropylammoniumperruthenate; NMO; 3 Angstroem molecular sieves / CH2Cl2 / 1 h
View Scheme
Multi-step reaction with 3 steps
1: 96 percent / NaCO3, NaCl / CHCl3; H2O / 12 h / Heating
2: 59 percent / NaOH, NH2OH*HCl / H2O / 1 h / 0 °C
3: 86 percent / H2 / 10percent Pt/C / ethanol / Ambient temperature
View Scheme
With triethylamine In diethyl ether; dichloromethane
ethyl 4-piperidone-3-carboxylate hydrochloride
4644-61-5

ethyl 4-piperidone-3-carboxylate hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 96 percent / NaCO3, NaCl / CHCl3; H2O / 12 h / Heating
2: 59 percent / NaOH, NH2OH*HCl / H2O / 1 h / 0 °C
3: 86 percent / H2 / 10percent Pt/C / ethanol / Ambient temperature
View Scheme
ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride
1454-53-1

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / H2 / 10percent Pd/C / ethanol; H2O / 24 h / 2280 Torr / Ambient temperature
2: 96 percent / NaCO3, NaCl / CHCl3; H2O / 12 h / Heating
3: 59 percent / NaOH, NH2OH*HCl / H2O / 1 h / 0 °C
4: 86 percent / H2 / 10percent Pt/C / ethanol / Ambient temperature
View Scheme
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester
141642-82-2

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Conditions
ConditionsYield
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one With boron trifluoride diethyl etherate In diethyl ether at -30 - -25℃; for 0.333333h;
Stage #2: diazoacetic acid ethyl ester In diethyl ether at -30 - 20℃;
100%
With boron trifluoride diethyl etherate In diethyl ether at -25℃; for 1h; Inert atmosphere;99%
Stage #1: diazoacetic acid ethyl ester; N-tert-butyloxycarbonylpiperidin-4-one With boron trifluoride diethyl etherate In diethyl ether at 0℃; for 2h;
Stage #2: With sodium carbonate In diethyl ether; water at 0℃;
98%
diethyl 1-cyanomethylphosphonate
2537-48-6

diethyl 1-cyanomethylphosphonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

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

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

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.666667h; Inert atmosphere;100%
With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.666667h; Inert atmosphere;100%
With lithium bromide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

2-amino-phenol
95-55-6

2-amino-phenol

1-(tert-butoxycarbonyl)-4-[(2-hydroxyphenyl)amino]piperidine
162045-48-9

1-(tert-butoxycarbonyl)-4-[(2-hydroxyphenyl)amino]piperidine

Conditions
ConditionsYield
100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; 2-amino-phenol With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 120℃; for 0.0833333h; Microwave irradiation;
Stage #2: With water; sodium hydrogencarbonate
75%
With sodium tris(acetoxy)borohydride
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate
211108-48-4

tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide Inert atmosphere;100%
With sodium hydrogencarbonate; triethylamine In N,N-dimethyl-formamide at 90℃; for 21h; Inert atmosphere;99%
With triethylamine In N,N-dimethyl-formamide at 0 - 90℃;99%
morpholine
110-91-8

morpholine

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

4-morpholin-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid ter-tbutyl ester
217807-98-2

4-morpholin-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid ter-tbutyl ester

Conditions
ConditionsYield
toluene-4-sulfonic acid In benzene for 24h; Heating / reflux;100%
With toluene-4-sulfonic acid In toluene Reflux;100%
With toluene-4-sulfonic acid In toluene for 16h; Reflux; Inert atmosphere;100%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate
135716-08-4

tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 1h; Horner-Emmons reaction;100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In tetrahydrofuran at 20℃; for 22h;
100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0 - 5℃; for 0.5h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In tetrahydrofuran at 0 - 20℃; for 2h;
100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

t-butyl 4-hydroxy piperidine-1-carboxylate
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%
pyrrolidine
123-75-1

pyrrolidine

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

N-tert-butoxycarbonyl-4-(tetrahydropyrrole-1-yl)-1,2,3,6-tetrahydropyridine
207691-65-4

N-tert-butoxycarbonyl-4-(tetrahydropyrrole-1-yl)-1,2,3,6-tetrahydropyridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 20h; Heating;100%
In toluene for 6h; Heating / reflux;100%
In toluene at 90℃; for 3h; Dean-Stark;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

ethylamine
75-04-7

ethylamine

4-(N-ethylamino)-1-tert-butoxycarbonylpiperidine
264905-39-7

4-(N-ethylamino)-1-tert-butoxycarbonylpiperidine

Conditions
ConditionsYield
With hydrogen; platinum on carbon In ethanol; water at 50℃; under 1500.15 Torr; for 4h;100%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran; 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;99%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; ethylamine With acetic acid In tetrahydrofuran for 0.0833333h;
Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran for 24h;
94%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

1-amino-2-propene
107-11-9

1-amino-2-propene

1-(t-butoxycarbonyl)-4-(N-prop-2-enyl)aminopiperidine
235420-68-5

1-(t-butoxycarbonyl)-4-(N-prop-2-enyl)aminopiperidine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;100%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 0 - 20℃;95%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃;
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃;
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃;
formaldehyd
50-00-0

formaldehyd

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

benzylamine
100-46-9

benzylamine

7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester
227940-70-7

7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With acetic acid In methanol for 4h; Heating / reflux;100%
With acetic acid In methanol Reflux;100%
With acetic acid In methanol for 5h; Reflux;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

tert-butyl 4-[(3-hydroxypropyl)amino]piperidine-1-carboxylate
864655-26-5

tert-butyl 4-[(3-hydroxypropyl)amino]piperidine-1-carboxylate

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethanol under 3361.55 Torr; for 1.5h;100%
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 24h;99%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 2h;
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; propan-1-ol-3-amine With acetic acid In dichloromethane at 20 - 27℃; for 3h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20 - 27℃; Inert atmosphere;
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

benzylamine
100-46-9

benzylamine

4-benzylamino-piperidine-1-carboxylic acid tert-butyl ester
206273-87-2

4-benzylamino-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane; acetic acid at 20℃;100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; benzylamine With acetic acid In dichloromethane at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 16h;
100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 16h;98%
1-indoline
496-15-1

1-indoline

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate
400828-91-3

tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 65℃; for 65h; Product distribution / selectivity;100%
With sodium tris(acetoxy)borohydride; acetic acid at 0 - 25℃; for 1h; Product distribution / selectivity;100%
Stage #1: 1-indoline; N-tert-butyloxycarbonylpiperidin-4-one With acetic acid In 1,2-dichloro-ethane at 0℃; for 0.166667h;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 10 - 20℃; for 65h; Product distribution / selectivity;
100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

tert-butyl 4-hydroxy-4-(4-methoxyphenyl)-1-piperidinecarboxylate
302924-67-0

tert-butyl 4-hydroxy-4-(4-methoxyphenyl)-1-piperidinecarboxylate

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃; for 2h;100%
In diethyl ether at 0 - 20℃; for 2h;100%
In diethyl ether at 0 - 20℃; for 2h;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

5-nitroindole
6146-52-7

5-nitroindole

tert-butyl 4-(5-nitro-1H-indol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate
151273-41-5

tert-butyl 4-(5-nitro-1H-indol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Conditions
ConditionsYield
With pyrrolidine In ethanol at 20℃; for 72h; Heating / reflux;100%
With sodium methylate In methanol for 24h; Reflux;87%
With pyrrolidine In ethanol at 20℃; for 72h;80%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate
193537-11-0

tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate

Conditions
ConditionsYield
With ammonium acetate; acetic acid; benzene100%
With ammonium acetate; acetic acid In benzene for 4h; Reflux; Inert atmosphere;99%
With ammonium acetate In acetic acid; benzene for 4h; Heating / reflux;99%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

ethanolamine
141-43-5

ethanolamine

tert-butyl 4-[(2-hydroxyethyl)amino]piperidine-1-carboxylate
701298-37-5

tert-butyl 4-[(2-hydroxyethyl)amino]piperidine-1-carboxylate

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 24h;100%
With hydrogen; palladium 10% on activated carbon In ethanol under 3361.55 Torr; for 1.5h;100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; ethanolamine With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Inert atmosphere;
Stage #2: With sodium hydroxide In dichloromethane; water pH=10;
94%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

t-butyl-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate
157327-41-8

t-butyl-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 24h;100%
In N,N-dimethyl-formamide at 80℃; for 24h;100%
at 95℃; for 1.5h;94.4%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate
1001020-08-1

tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

Conditions
ConditionsYield
With morpholine; sulfur In ethanol at 20℃;100%
With morpholine; sulfur In ethanol for 4h; Gewald Aminoheterocycles Synthesis; Reflux; Inert atmosphere;95%
With sulfur; diethylamine In ethanol at 20℃;93%
2-methoxy-5-bromopyridine
13472-85-0

2-methoxy-5-bromopyridine

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

4-(2-methoxy-5-pyridinyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester
850141-84-3

4-(2-methoxy-5-pyridinyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 12h;100%
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.0833333h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In tetrahydrofuran; hexanes at -78 - 0℃;
44%
With n-butyllithium In diethyl ether; hexane at -78 - 20℃;42%
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In diethyl ether; hexane at -78 - 25℃;
42%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 3h;100%
With trifluoroacetic acid In dichloromethane at 20℃;100%
With trifluoroacetic acid In dichloromethane
With trifluoroacetic acid In 1,2-dichloro-ethane
With hydrogenchloride In 1,4-dioxane at 20℃; for 4h;6.5 g
meta-fluoroaniline
372-19-0

meta-fluoroaniline

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-((3-fluorophenyl)amino)piperidine-1-carboxylate
679409-18-8

tert-butyl 4-((3-fluorophenyl)amino)piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃;100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 2h; Cooling with ice;98.1%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; for 2h;91%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

cyclopropanemethylamine
2516-47-4

cyclopropanemethylamine

4-(cyclopropylmethylamino)piperidine-1-carboxylic acid tert-butyl ester
710973-92-5

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

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran under 2068.65 Torr; for 1h;100%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; Acidic conditions;74%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 25℃;
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; cyclopropanemethylamine With sodium acetate; acetic acid In tetrahydrofuran at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 15h;
Stage #3: With hydrogenchloride In diethyl ether; water
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; cyclopropanemethylamine With sodium acetate; acetic acid In tetrahydrofuran at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran for 15h;
Stage #3: With sodium hydroxide; water
1-amino-3-methylbutane
107-85-7

1-amino-3-methylbutane

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

4-(3-methyl-butylamino)-piperidine-1-carboxylic acid tert-butyl ester
710974-71-3

4-(3-methyl-butylamino)-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr;100%
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr;100%
With hydrogen; palladium on activated carbon In ethanol under 3102.97 Torr;100%
With hydrogen; palladium on activated carbon In ethanol under 3102.97 Torr;100%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;
2,2-dimethylpropylamine
5813-64-9

2,2-dimethylpropylamine

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-[(2,2-dimethylpropyl)amino]piperidine-1-carboxylate
710976-87-7

tert-butyl 4-[(2,2-dimethylpropyl)amino]piperidine-1-carboxylate

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr; for 3h;100%
Stage #1: 2.2-dimethylpropylamine; N-tert-butyloxycarbonylpiperidin-4-one With triethylamine; zinc(II) chloride In methanol at 65℃; for 6h;
Stage #2: With sodium cyanoborohydride In methanol at 0 - 25℃; for 17h;
88%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 42h;
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(hydroxyimino)piperidine-1-carboxylate
150008-24-5

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

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water for 0.5h; Reflux;100%
With hydrogenchloride; hydroxylamine In ethanol for 1.5h; Reflux;100%
With hydroxylamine hydrochloride; sodium acetate In methanol; water Reflux;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

methylamine
74-89-5

methylamine

4-methylamino-piperidine-1-carboxylic acid tert-butyl ester
147539-41-1

4-methylamino-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; methylamine In methanol for 1h; pH=5 - 6;
Stage #2: With methanol; sodium cyanoborohydride for 12h; Cooling with ice;
100%
With formic acid; palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 30003 Torr; Autoclave;99%
With formic acid; palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 30003 Torr; Autoclave;99%
carbon tetrabromide
558-13-4

carbon tetrabromide

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(dibromomethylidene)piperidine-1-carboxylate
305794-65-4

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

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere;100%
With triphenylphosphine In acetonitrile at 0 - 25℃; for 2.25h;56%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;

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