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N-BOC-piperazine 99%
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99% White Powder CAS 57260-71-6 N-Boc-piperazine
Cas No: 57260-71-6
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1-Boc-piperazine
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tert-Butyl 1-piperazinecarboxylate Cas 57260-71-6
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tert-Butyl 1-piperazinecarboxylate CAS 57260-71-6 In stock
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1-(tert-Butoxycarbonyl)piperazine
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1-boc-piperazine CAS#57260-71-6; 57260-72-7
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57260-71-6 Usage

Chemical Properties

Waxy Solid
InChI:InChI=1/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3/p+1

57260-71-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (343536)  1-Boc-piperazine  97% 57260-71-6 343536-25G 3,519.36CNY Detail
Aldrich (343536)  1-Boc-piperazine  97% 57260-71-6 343536-5G 790.80CNY Detail
Aldrich (343536)  1-Boc-piperazine  97% 57260-71-6 343536-1G 273.78CNY Detail
Aldrich (15502)  1-Boc-piperazine  ≥98.0% (GC) 57260-71-6 15502-25G 3,520.53CNY Detail
Aldrich (15502)  1-Boc-piperazine  ≥98.0% (GC) 57260-71-6 15502-5G 879.84CNY Detail
Alfa Aesar (L13363)  1-Boc-piperazine, 99%    57260-71-6 25g 3191.0CNY Detail
Alfa Aesar (L13363)  1-Boc-piperazine, 99%    57260-71-6 5g 891.0CNY Detail
Alfa Aesar (L13363)  1-Boc-piperazine, 99%    57260-71-6 1g 241.0CNY Detail

57260-71-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Boc-piperazine

1.2 Other means of identification

Product number -
Other names 1,1-Dimethylethyl 1-piperazinecarboxylate

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:57260-71-6 SDS

57260-71-6Synthetic route

C19H22F6N2O4
1448041-79-9

C19H22F6N2O4

A

3,5-bis(trifluoromethyl)benzylchloride
75462-61-2

3,5-bis(trifluoromethyl)benzylchloride

B

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

piperazine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-t-Butoxycarbonylpiperazine
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

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

1-t-Butoxycarbonylpiperazine
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%
N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine
118753-70-1

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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With ammonium hydroxide at 60℃; for 5.5h; Time;94.3%
2-oxo-4-morpholinecarboxylic acidtert-butyl ester
1140502-97-1

2-oxo-4-morpholinecarboxylic acidtert-butyl ester

1-t-Butoxycarbonylpiperazine
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

C18H24N2O5

1-t-Butoxycarbonylpiperazine
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%
1-(tert-butyl) 4-methyl piperazine-1,4-dicarboxylate
219509-79-2

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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

piperazine

tert-butyl phenyl carbonate
6627-89-0

tert-butyl phenyl carbonate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

piperazine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

A

di-tert-butyl piperazine-1,4-dicarboxylate
76535-75-6

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

B

1-t-Butoxycarbonylpiperazine
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%
4-benzyl-piperazine-1-carboxylic acid tert-butyl ester
57260-70-5

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

1-t-Butoxycarbonylpiperazine
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

tert-butyl 4-tosylpiperazine-1-carboxylate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

piperazine

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 3h; Reflux;76%
tert-butyl 4-(methylsulfonyl)piperazine-1-carboxylate
164331-38-8

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

1-t-Butoxycarbonylpiperazine
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%
piperazine
110-85-0

piperazine

N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

1-t-Butoxycarbonylpiperazine
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;
tert-butyl 4-((benzyloxy)carbonyl)piperazine-1-carboxylate
121370-60-3

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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 20℃; for 120h;62%
tert-butyl 4-allylpiperazine-1-carboxylate

tert-butyl 4-allylpiperazine-1-carboxylate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
With ethylenediamine In tetrahydrofuran at 20℃; Inert atmosphere;60%
tert-butyl 4-ethoxycarbonylpiperazine-1-carboxylate

tert-butyl 4-ethoxycarbonylpiperazine-1-carboxylate

1-t-Butoxycarbonylpiperazine
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

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

diphenylmethylpiperazine
841-77-0

diphenylmethylpiperazine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

1,4-dioxane

N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

piperazine hydrochloride
7542-23-6

piperazine hydrochloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions
ConditionsYield
In water
3-methylxanthine
1076-22-8

3-methylxanthine

1-Bromo-2-butyne
3355-28-0

1-Bromo-2-butyne

A

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
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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

8-chlorotheophylline

1-Bromo-2-butyne
3355-28-0

1-Bromo-2-butyne

A

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
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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

piperazine

piperazine dihydrochloride
142-64-3

piperazine dihydrochloride

tert-butyl 1H-imidazole-1-carboxylate
49761-82-2

tert-butyl 1H-imidazole-1-carboxylate

1-t-Butoxycarbonylpiperazine
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;
piperazine
110-85-0

piperazine

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

tert-butyl pyridin-2-yl carbonate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

piperazine

t-butyl 4-pyridyl carbonate
1426682-55-4

t-butyl 4-pyridyl carbonate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

tert-butyldicarbonate

1-t-Butoxycarbonylpiperazine
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
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-t-Butoxycarbonylpiperazine
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
[(1-Ethoxycyclopropyl)oxy]trimethylsilane
27374-25-0

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester
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%
4-fluoro-3-nitro-benzoic acid methyl ester
329-59-9

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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

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;
chloroacetyl chloride
79-04-9

chloroacetyl chloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate
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%
1,3,5-trichloro-2,4,6-triazine
108-77-0

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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(4,6-dichloro-1,3,5-triazin-2-yl)piperazine-1-carboxylate
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%
benzyl chloroformate
501-53-1

benzyl chloroformate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-((benzyloxy)carbonyl)piperazine-1-carboxylate
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;
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(chlorocarbonyl)piperazine-1-carboxylate
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%
NBD chloride
10199-89-0

NBD chloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazine-1-carboxylic acid tert butyl ester
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%
1,3-dichloro-6,7-dimethoxyisoquinoline
24623-42-5

1,3-dichloro-6,7-dimethoxyisoquinoline

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(3-chloro-6,7-dimethoxy-1-isoquinolyl)-1-piperazinecarboxylic acid tert-butyl ester
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%
4-Acetylbenzenesulfonyl chloride
1788-10-9

4-Acetylbenzenesulfonyl chloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(4-acetyl-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester
677752-68-0

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

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
2-chloro-4-bromopyridine
73583-37-6

2-chloro-4-bromopyridine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

1-N-(tert-butoxycarbonyl)-4-N-(2-chloropyridin-4-yl)piperazine
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%
1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

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

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%
cyclobutanone
1191-95-3

cyclobutanone

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-cyclobutyl-piperazine-1-carboxylic acid tert-butyl ester
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%
trimethylsilyl ether of 1-methoxycyclopropanol
84098-43-1

trimethylsilyl ether of 1-methoxycyclopropanol

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester
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%
2-(4-bromobutyl)isoindoline-1,3-dione
5394-18-3

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

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyl]piperazine-1-carboxylic acid tert-butyl ester
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%
1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

3-bromophenyl triisopropylsilyl ether
571202-87-4

3-bromophenyl triisopropylsilyl ether

4-(3-triisopropylsilanyloxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
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%
3-Bromothiophene
872-31-1

3-Bromothiophene

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

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%
5-bromopyrimidine
4595-59-9

5-bromopyrimidine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(pyrimidin-5-yl)piperazine-1-carboxylate
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;
para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate
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%
1-bromo-3-chlorobenzene
108-37-2

1-bromo-3-chlorobenzene

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(3-chlorophenyl)piperazine-1-carboxylate
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
3-bromo-1-trifluoromethylbenzene
401-78-5

3-bromo-1-trifluoromethylbenzene

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

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%
2-bromonaphthalene
580-13-2

2-bromonaphthalene

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

1,1-dimethylethyl 4-(2-naphthalenyl)-1-piperazinecarboxylate
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
3-cyanobromobenzene
6952-59-6

3-cyanobromobenzene

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

1,1-dimethylethyl 4-(3-cyanophenyl)piperazine-1-carboxylate
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;
3,5-difluorobromobenzene
461-96-1

3,5-difluorobromobenzene

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(3,5-difluorophenyl)piperazine-1-carboxylate
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%
4-fluoro-2-nitrobenzaldehyde
2923-96-8

4-fluoro-2-nitrobenzaldehyde

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(4-formyl-3-nitrophenyl)piperazine-1-carboxylate
904896-12-4

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

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃; for 5h;100%
2-(4-fluorophenoxy)-ethylbromide
332-48-9

2-(4-fluorophenoxy)-ethylbromide

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-[2-(4-fluorophenoxy)ethyl]piperazine-1-carboxylic acid tert-butyl ester
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%
4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(4-fluorobenzyl)piperazine-1-tert-butoxycarbonyl ester
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%
2',4',5'-trifluoroacetophenone
129322-83-4

2',4',5'-trifluoroacetophenone

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(4-acetyl-2,5-difluorophenyl)piperazine-1-carboxylic acid tert-butyl ester
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;
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

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%
dimethylamino sulfonyl chloride
13360-57-1

dimethylamino sulfonyl chloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

(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
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%
(6-bromonaphthalen-2-yl)sulfonyl chloride
50637-98-4

(6-bromonaphthalen-2-yl)sulfonyl chloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

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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