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57260-71-6

Basic Information
CAS No.: 57260-71-6
Name: tert-Butyl 1-piperazinecarboxylate
Molecular Structure:
Molecular Structure of 57260-71-6 (tert-Butyl 1-piperazinecarboxylate)
Formula: C9H18N2O2
Molecular Weight: 186.25
Synonyms: tert-Butylpiperazine-1-carboxylate;Boc-piperazine hydrochloride;1-boc-piperazine-1-carboxylate;N-Tert-Butoxycarbonylpiperazine;1-Piperazinecarboxylic acid, 1,1-dimethylethyl ester;N-BOC piperazine;1-BOC-Piperazine;1-N-Boc-piperazine;tert-butyl 2,3,5,6-tetrahydropyrazine-1-carboxylate;tert-butyl piperazine-1-carboxylate;N-t-Butoxycarbonylpiperazine;
EINECS: -0
Density: 1.03 g/cm3
Melting Point: 43-47 °C(lit.)
Boiling Point: 258 °C at 760 mmHg
Flash Point: 109.8 °C
Solubility: Soluble in ethyl acetate, methanol and water.
Appearance: crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information:
PSA: 41.57000
LogP: 1.09340
Synthetic route
1448041-79-9

C19H22F6N2O4

A

75462-61-2

3,5-bis(trifluoromethyl)benzylchloride

B

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;A n/a
B 99%
110-85-0

piperazine

24424-99-5

di-tert-butyl dicarbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
Stage #1: piperazine With 2-chlorotrityl resin; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;
Stage #2: di-tert-butyl dicarbonate With triethylamine In dichloromethane at 20℃; for 4h;
Stage #3: With trifluoroacetic acid In dichloromethane
98%
With 1-methylimidazolium tetrafluoroborate at 30 - 35℃; for 0.0333333h;98%
With formic acid; acetamidine hydrochloride In methanol; water at 20℃; for 2h; Reagent/catalyst; Solvent;98.6%

1-(tert-butyl) 4-(2,2,6,6-tetramethylpiperidin-1-yl) piperazine-1,4-dicarboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With copper dichloride; ascorbic acid In tetrahydrofuran; water; acetonitrile at 20℃; for 12h; Sealed tube; Sonication;95%
With sodium L-ascorbate; copper dichloride In tetrahydrofuran; water; acetonitrile at 20℃; for 12h;95%
118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With ammonium hydroxide at 60℃; for 5.5h; Time;94.3%
1140502-97-1

2-oxo-4-morpholinecarboxylic acidtert-butyl ester

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With ammonia In methanol at 40℃; under 1500.15 Torr; for 2.5h; Solvent; Inert atmosphere; Autoclave;91.8%

C18H24N2O5

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Sealed tube; Irradiation; Inert atmosphere;90%
219509-79-2

1-(tert-butyl) 4-methyl piperazine-1,4-dicarboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 20℃; for 48h;87%
110-85-0

piperazine

6627-89-0

tert-butyl phenyl carbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
In water at 55℃; for 24h;87%
110-85-0

piperazine

24424-99-5

di-tert-butyl dicarbonate

A

76535-75-6

di-tert-butyl piperazine-1,4-dicarboxylate

B

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 1.5h; Inert atmosphere;A n/a
B 84%
With sodium hydroxide In water; tert-butyl alcohol at 25℃; for 1h;A 18 g
B 65%
In dichloromethane for 0.333333h;A n/a
B 64%
57260-70-5

4-benzyl-piperazine-1-carboxylic acid tert-butyl ester

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With palladium 10% on activated carbon; ammonium formate In methanol at 65℃; for 2h; Reflux;84%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃;82%
palladium In methanol

tert-butyl 4-tosylpiperazine-1-carboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With potassium fluoride on basic alumina for 0.0833333h; Substitution; microwave irradiation;76%
110-85-0

piperazine

5292-43-3

bromoacetic acid tert-butyl ester

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 3h; Reflux;76%
164331-38-8

tert-butyl 4-(methylsulfonyl)piperazine-1-carboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
Stage #1: tert-butyl 4-(methylsulfonyl)piperazine-1-carboxylate With lithium diisopropyl amide In tetrahydrofuran; hexane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: With oxygen In tetrahydrofuran; hexane at 20℃; for 1h;
Stage #3: With water In tetrahydrofuran; hexane
67%
110-85-0

piperazine

1070-19-5

N-(tert-butyloxycarbonyl) azide

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
In ethanol; di-isopropyl ether; water at 15℃; for 4h;66.9%
In dichloromethane for 0.333333h; Yield given;
121370-60-3

tert-butyl 4-((benzyloxy)carbonyl)piperazine-1-carboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 20℃; for 120h;62%

tert-butyl 4-allylpiperazine-1-carboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With ethylenediamine In tetrahydrofuran at 20℃; Inert atmosphere;60%

tert-butyl 4-ethoxycarbonylpiperazine-1-carboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 20℃; for 120h;54%

4-benzhydryl-piperazine-1-carboxylic acid tert-butyl ester

841-77-0

diphenylmethylpiperazine

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; palladium on active charcoal; water; ethyl acetate
123-91-1

1,4-dioxane

1070-19-5

N-(tert-butyloxycarbonyl) azide

7542-23-6

piperazine hydrochloride

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
In water
1076-22-8

3-methylxanthine

3355-28-0

1-Bromo-2-butyne

A

586408-07-3

4-[7-(2-butynyl)-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl]piperazine-1-carboxylic acid tert-butyl ester

B

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With N-chloro-succinimide; potassium carbonate In N,N-dimethyl-formamide
85-18-7

8-chlorotheophylline

3355-28-0

1-Bromo-2-butyne

A

586408-02-8

4-[7-(2-Butynyl)-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl]piperazine-1-carboxylic acid tert-butyl ester

B

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide
110-85-0

piperazine

142-64-3

piperazine dihydrochloride

49761-82-2

tert-butyl 1H-imidazole-1-carboxylate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
Stage #1: piperazine; piperazine dihydrochloride In water for 0.0833333h;
Stage #2: tert-butyl 1H-imidazole-1-carboxylate With sodium chloride In water for 0.5h;
Stage #3: With sodium hydroxide In water chemoselective reaction;
110-85-0

piperazine

89985-91-1

tert-butyl pyridin-2-yl carbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics;
With hydrogenchloride In water; acetonitrile at 25℃; Kinetics;
110-85-0

piperazine

1426682-55-4

t-butyl 4-pyridyl carbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 25℃; Kinetics;
34619-03-9

tert-butyldicarbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap / dichloromethane
2: hydrogenchloride / acetonitrile; water / 25 °C
View Scheme
24424-99-5

di-tert-butyl dicarbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; 1,4-dioxane / 25 h / 5 - 20 °C
2: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / 65 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1: methanol / 20 °C
2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C
View Scheme
27374-25-0

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

57260-71-6

1-t-Butoxycarbonylpiperazine

77278-34-3

4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: [(1-Ethoxycyclopropyl)oxy]trimethylsilane; 1-t-Butoxycarbonylpiperazine With sodium hydroxide; sodium cyanoborohydride; acetic acid In methanol at 60℃; for 5h;
Stage #2: With water In methanol for 0.0833333h;
Stage #3: With sodium hydroxide In methanol; water for 0.25h;
100%
With sodium tris(acetoxy)borohydride; acetic acid In deuteromethanol at 60℃; for 5h;100%
With sodium cyanoborohydride; acetic acid In methanol for 120h;71%
329-59-9

4-fluoro-3-nitro-benzoic acid methyl ester

57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-[4-(methoxycarbonyl)-2-nitrophenyl]piperazine-1-carboxylate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 1h; Cooling with ice;100%
With potassium carbonate In dimethyl sulfoxide at 80℃; for 12h;
With potassium carbonate In dimethyl sulfoxide at 120℃; for 24h;
79-04-9

chloroacetyl chloride

57260-71-6

1-t-Butoxycarbonylpiperazine

190001-40-2

tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 21h;100%
With triethylamine In dichloromethane at 0 - 25℃; for 1.5h;95%
With triethylamine In dichloromethane at 0 - 25℃; for 1.5h;95%
108-77-0

1,3,5-trichloro-2,4,6-triazine

57260-71-6

1-t-Butoxycarbonylpiperazine

271592-49-5

tert-butyl 4-(4,6-dichloro-1,3,5-triazin-2-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h;100%
With sodium hydrogencarbonate In acetone at 0℃; for 2h;96%
With sodium hydrogencarbonate In acetone Condensation;93%
501-53-1

benzyl chloroformate

57260-71-6

1-t-Butoxycarbonylpiperazine

121370-60-3

tert-butyl 4-((benzyloxy)carbonyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;62.5%
With triethylamine In dichloromethane Acylation;
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;
32315-10-9

bis(trichloromethyl) carbonate

57260-71-6

1-t-Butoxycarbonylpiperazine

59878-28-3

tert-butyl 4-(chlorocarbonyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;100%
With pyridine In dichloromethane at 0 - 25℃; for 1h;89%
With pyridine In dichloromethane at 0 - 20℃; for 0.5h; Acylation;85%
10199-89-0

NBD chloride

57260-71-6

1-t-Butoxycarbonylpiperazine

871508-91-7

4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazine-1-carboxylic acid tert butyl ester

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 3h;100%
In chloroform; acetonitrile at 80℃; for 3h;100%
With triethylamine In dichloromethane at 20℃; for 2h;98.9%
24623-42-5

1,3-dichloro-6,7-dimethoxyisoquinoline

57260-71-6

1-t-Butoxycarbonylpiperazine

634198-15-5

4-(3-chloro-6,7-dimethoxy-1-isoquinolyl)-1-piperazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; triethylamine at 70℃; for 2h;100%
1788-10-9

4-Acetylbenzenesulfonyl chloride

57260-71-6

1-t-Butoxycarbonylpiperazine

677752-68-0

4-(4-acetyl-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
73583-37-6

2-chloro-4-bromopyridine

57260-71-6

1-t-Butoxycarbonylpiperazine

633283-63-3

1-N-(tert-butoxycarbonyl)-4-N-(2-chloropyridin-4-yl)piperazine

Conditions
ConditionsYield
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 85℃; for 20h; Inert atmosphere;100%
With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 100℃; for 3h;91%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 6 - 14h; Product distribution / selectivity; Heating / reflux;70%
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 100℃; Buchwald-Hartwig Coupling; Inert atmosphere;70%
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 90℃; for 4h; Schlenk technique; Sealed tube; Inert atmosphere;64%
57260-71-6

1-t-Butoxycarbonylpiperazine

3-methyl-1H-pyrrole-2,4-dicarboxylic acid 4-pentafluorophenyl ester 4-(1,2,2-trimethyl-propyl) ester

4-[3-methyl-4-(1,2,2-trimethyl-propoxycarbonyl)-1H-pyrrole-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With TEA In N,N-dimethyl-formamide at 23℃; for 24h;100%
1191-95-3

cyclobutanone

57260-71-6

1-t-Butoxycarbonylpiperazine

485798-62-7

4-cyclobutyl-piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 16h;100%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 16h;100%
Stage #1: cyclobutanone; 1-t-Butoxycarbonylpiperazine In dichloromethane at 20℃; for 0.5h;
Stage #2: With sodium tris(acetoxy)borohydride In diethyl ether at 20℃; for 16h;
97%
84098-43-1

trimethylsilyl ether of 1-methoxycyclopropanol

57260-71-6

1-t-Butoxycarbonylpiperazine

77278-34-3

4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In tetrahydrofuran; methanol at 63℃; for 16h;100%
5394-18-3

2-(4-bromobutyl)isoindoline-1,3-dione

57260-71-6

1-t-Butoxycarbonylpiperazine

745048-06-0

4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyl]piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone for 22h; Reflux; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 12h; Heating;95%
With triethylamine In acetonitrile for 16h; Reflux;85%
57260-71-6

1-t-Butoxycarbonylpiperazine

571202-87-4

3-bromophenyl triisopropylsilyl ether

862261-23-2

4-(3-triisopropylsilanyloxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene100%
872-31-1

3-Bromothiophene

57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(3-thienyl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 3-Bromothiophene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
4595-59-9

5-bromopyrimidine

57260-71-6

1-t-Butoxycarbonylpiperazine

634468-96-5

tert-butyl 4-(pyrimidin-5-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 5-bromopyrimidine; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 90℃; for 12h;58.7%
Stage #1: 5-bromopyrimidine; 1-t-Butoxycarbonylpiperazine With sodium t-butanolate In toluene for 0.25h; Heating / reflux;
Stage #2: palladium diacetate; tri-tert-butyl phosphine for 32h; Heating / reflux;
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene for 16h; Reflux; Inert atmosphere;
586-78-7

para-nitrophenyl bromide

57260-71-6

1-t-Butoxycarbonylpiperazine

182618-86-6

tert-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: para-nitrophenyl bromide; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With Pd(PAd3)(4-FC6H4)Br; triethylamine In water; toluene at 80℃; for 24h; Inert atmosphere; Glovebox;89%
108-37-2

1-bromo-3-chlorobenzene

57260-71-6

1-t-Butoxycarbonylpiperazine

186790-11-4

tert-butyl 4-(3-chlorophenyl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 1-bromo-3-chlorobenzene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃;83%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; XPhos In 1,4-dioxane at 95℃; for 2h; Inert atmosphere;61.2%
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; DavePhos
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 16h; Inert atmosphere; Heating;1.5 g
401-78-5

3-bromo-1-trifluoromethylbenzene

57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(3-(trifluoromethyl)phenyl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 3-bromo-1-trifluoromethylbenzene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With Quinuclidine; nickel(II) bromide trihydrate In N,N-dimethyl acetamide at 20℃; for 3h; Sealed tube; Irradiation; Inert atmosphere;60%
580-13-2

2-bromonaphthalene

57260-71-6

1-t-Butoxycarbonylpiperazine

684249-11-4

1,1-dimethylethyl 4-(2-naphthalenyl)-1-piperazinecarboxylate

Conditions
ConditionsYield
Stage #1: 2-bromonaphthalene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; DavePhos
6952-59-6

3-cyanobromobenzene

57260-71-6

1-t-Butoxycarbonylpiperazine

807624-20-0

1,1-dimethylethyl 4-(3-cyanophenyl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 3-cyanobromobenzene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 4h; Reflux; Inert atmosphere;60%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene In toluene at 80℃; for 3h;
With sodium t-butanolate; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In toluene at 80℃; for 16h;
With palladium diacetate; sodium t-butanolate; XPhos In toluene at 90℃; Buchwald-Hartwig Coupling;
461-96-1

3,5-difluorobromobenzene

57260-71-6

1-t-Butoxycarbonylpiperazine

909418-94-6

tert-butyl 4-(3,5-difluorophenyl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 3,5-difluorobromobenzene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃;
Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;
100%
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In toluene for 15h; Inert atmosphere; Reflux;100%
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In toluene for 15.5h; Time; Inert atmosphere; Reflux;100%
With Quinuclidine; nickel(II) bromide trihydrate In N,N-dimethyl acetamide at 20℃; for 3h; Sealed tube; Irradiation; Inert atmosphere;62%
2923-96-8

4-fluoro-2-nitrobenzaldehyde

57260-71-6

1-t-Butoxycarbonylpiperazine

904896-12-4

tert-butyl 4-(4-formyl-3-nitrophenyl)piperazine-1-carboxylate

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃; for 5h;100%
332-48-9

2-(4-fluorophenoxy)-ethylbromide

57260-71-6

1-t-Butoxycarbonylpiperazine

947695-05-8

4-[2-(4-fluorophenoxy)ethyl]piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;100%
459-46-1

4-Fluorobenzyl bromide

57260-71-6

1-t-Butoxycarbonylpiperazine

77278-77-4

4-(4-fluorobenzyl)piperazine-1-tert-butoxycarbonyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 22h;100%
With triethylamine In dichloromethane at 0 - 20℃;98.3%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;88%
With potassium carbonate In acetonitrile at 30℃; for 16h;79%
With triethylamine In dichloromethane at 20℃;60%
129322-83-4

2',4',5'-trifluoroacetophenone

57260-71-6

1-t-Butoxycarbonylpiperazine

177325-04-1

4-(4-acetyl-2,5-difluorophenyl)piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine; triethylamine at 20℃; for 48h;100%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 40℃; for 68h;
3446-89-7

4-(Methylthio)benzaldehyde

57260-71-6

1-t-Butoxycarbonylpiperazine

4-BOC-1-(4-methylthio)-benzylpiperazine

Conditions
ConditionsYield
Stage #1: 4-(Methylthio)benzaldehyde; 1-t-Butoxycarbonylpiperazine In methanol for 0.5h;
Stage #2: With borohydride; polymer-supported In methanol for 24h;
100%
13360-57-1

dimethylamino sulfonyl chloride

57260-71-6

1-t-Butoxycarbonylpiperazine

253176-45-3

(S)-6'-chloro-N-((R)-hept-6-en-3-ylsulfonyl)-5-((2-((S)-1-hydroxyallyl)-2-methylcyclobutyl)methyl)-3',4,4',5-tetrahydro-2H,2’H-spiro[benzo[b][1,4]oxazepine-3,1’-naphthalene]-7-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;100%
With triethylamine In dichloromethane at 20℃; for 12h;92%
With triethylamine at 0 - 20℃; for 4h; Inert atmosphere;89%
50637-98-4

(6-bromonaphthalen-2-yl)sulfonyl chloride

57260-71-6

1-t-Butoxycarbonylpiperazine

1-(tert-butoxycarbonyl)-4-(6-bromonaphthalene-2-sulfonyl)piperazine

Conditions
ConditionsYield
With triethylamine In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran100%
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 1h;2.83 g
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    57260-71-6

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Specification

The IUPAC name of 1-N-Boc-piperazine is tert-butyl piperazine-1-carboxylate. With the CAS registry number 57260-71-6, it is also named as N-t-Butoxycarbonylpiperazine. The product's categories are Amines and Anilines; Heterocycles; Piperidines, Piperidones, Piperazines; Pharmacetical; Piperazine Derivative; Pyrans, Piperidines & Piperazines; Heterocyclic Compounds; Miscellaneous Reagents. It is crystalline powder which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.2; (4)ACD/LogD (pH 7.4): 0.32; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 27.63; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 32.78 Å2; (13)Index of Refraction: 1.467; (14)Molar Refractivity: 50.17 cm3; (15)Molar Volume: 180.7 cm3; (16)Surface Tension: 34.2 dyne/cm; (17)Enthalpy of Vaporization: 49.56 kJ/mol; (18)Vapour Pressure: 0.0141 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 186.136828; (21)MonoIsotopic Mass: 186.136828; (22)Topological Polar Surface Area: 41.6; (23)Heavy Atom Count: 13; (24)Complexity: 181.

Preparation of 1-N-Boc-piperazine: It can be obtained by piperazine and di-tert-butyl dicarbonate. This reaction needs solvent CH2Cl2. The reaction time is 22 hours. The yield is 83%.

Uses of 1-N-Boc-piperazine: It can react with 1,2-dibromo-ethane to get 1,2-N,N'-bis[N'',N'''-di(tert-butoxycarbonyl)piperazinyl]ethane. This reaction needs reagent NaHCO3 and solvent acetonitrile by heating. The reaction time is 24 hours. The yield is 89%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC(C)(C)C)N1CCNCC1
2. InChI:InChI=1/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3 
3. InChIKey:CWXPZXBSDSIRCS-UHFFFAOYAS