tert-Butyl 1-piperazinecarboxylate supplier

Name
tert-Butyl 1-piperazinecarboxylate
EINECS -0
CAS No. 57260-71-6
Article Data141
CAS DataBase
Density 1.03 g/cm³
Solubility Soluble in ethyl acetate, methanol and water.
Melting Point 43-47 °C(lit.)
Formula C₉H₁₈N₂O₂
Boiling Point 258 °C at 760 mmHg
Molecular Weight 186.254
Flash Point 109.8 °C
Transport Information
Appearance crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 57260-70-5
4-benzyl-piperazine-1-carboxylic acid tert-butyl ester

: 57260-71-6
1-t-Butoxycarbonylpiperazine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: tert-butyl 4-allylpiperazine-1-carboxylate

: 57260-71-6
1-t-Butoxycarbonylpiperazine

Conditions

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

: tert-butyl 4-ethoxycarbonylpiperazine-1-carboxylate

: 57260-71-6
1-t-Butoxycarbonylpiperazine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In water

...Expand

: 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

Conditions	Yield
With N-chloro-succinimide; potassium carbonate In N,N-dimethyl-formamide

...Expand

: 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

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide

...Expand

: 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

Conditions	Yield
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;

...Expand

: 110-85-0
piperazine

: 89985-91-1
tert-butyl pyridin-2-yl carbonate

: 57260-71-6
1-t-Butoxycarbonylpiperazine

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride In water; acetonitrile at 25℃; Kinetics;

: 34619-03-9
tert-butyldicarbonate

: 57260-71-6
1-t-Butoxycarbonylpiperazine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With triethylamine In dichloromethane	100%

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene	100%

: 872-31-1
3-Bromothiophene

: 57260-71-6
1-t-Butoxycarbonylpiperazine

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With triethylamine In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran	100%
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 1h;	2.83 g

tert-Butyl 1-piperazinecarboxylate 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

Product Name

tert-Butyl 1-piperazinecarboxylate

Synthetic route

tert-Butyl 1-piperazinecarboxylate Specification

Related Products

Hot Products