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Boc Anhydride
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Di-tert-butyl dicarbonate(DIBOC)
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BOC-acidanhydride
Cas No: 24424-99-5
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24424-99-5 Usage

Purification Methods

Melt the ester by heating at ~35o, and distil it in a vacuum. If IR and NMR ( 1810m 1765 cm-1 , in CCl4 1.50 singlet) suggest very max impure, then wash with an equal volume of H2O containing citric acid to make the aqueous layer slightly acidic, collect the organic layer and dry it over anhydrous MgSO4 and distil it in a vacuum. [Pope et al. Org Synth 57 45 1977, Keller et al. Org Synth 63 160 1985, Grehn et al. Angew Chem 97 519 1985.] FLAMMABLE.

Uses

Reagent commonly used in organic chemistry for the introduction of the BOC protecting group.

Uses

reagent for t-BOC-protected amines

Chemical Properties

White to off-white microcrystalline powder

Uses

Reagent for the preparation of Boc-amino acids and peptides in high yields.
InChI:InChI=1/C10H18O5/c1-8(2,3)11-7(10)12-9(4,5)6/h1-6H3

24424-99-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (703745)  Di-tert-butyldicarbonatesolution  2 M in ethyl acetate 24424-99-5 703745-100ML 726.57CNY Detail
Aldrich (703737)  Di-tert-butyldicarbonatesolution  2 M in methylene chloride 24424-99-5 703737-100ML 596.70CNY Detail
Aldrich (703753)  Di-tert-butyldicarbonatesolution  2 M in THF 24424-99-5 703753-100ML 596.70CNY Detail
Aldrich (436267)  Di-tert-butyldicarbonatesolution  1.0 M in THF 24424-99-5 436267-800ML 4,272.84CNY Detail
Aldrich (436267)  Di-tert-butyldicarbonatesolution  1.0 M in THF 24424-99-5 436267-100ML 790.92CNY Detail
Sigma-Aldrich (34660)  Di-tert-butyldicarbonate  ≥98.0% (GC) 24424-99-5 34660-500G-F 4,940.91CNY Detail
Sigma-Aldrich (34660)  Di-tert-butyldicarbonate  ≥98.0% (GC) 24424-99-5 34660-100G-F 1,100.97CNY Detail
Sigma-Aldrich (34660)  Di-tert-butyldicarbonate  ≥98.0% (GC) 24424-99-5 34660-25G-F 365.04CNY Detail
Aldrich (205249)  Di-tert-butyldicarbonate  ReagentPlus®, 99% 24424-99-5 205249-100G 3,247.92CNY Detail
Aldrich (205249)  Di-tert-butyldicarbonate  ReagentPlus®, 99% 24424-99-5 205249-50G 1,794.78CNY Detail
Aldrich (205249)  Di-tert-butyldicarbonate  ReagentPlus®, 99% 24424-99-5 205249-10G 512.46CNY Detail
Aldrich (361941)  Di-tert-butyldicarbonate  ReagentPlus®, ≥99% 24424-99-5 361941-25G 1,111.50CNY Detail

24424-99-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butoxycarbonyl anhydride

1.2 Other means of identification

Product number -
Other names Pyrocarbonic Acid Di-tert-butyl Ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:24424-99-5 SDS

24424-99-5Synthetic route

3-benzyl-9-tert-butyloxycarbonyl-3,9-diazabicyclo[3.3.1]nonane

3-benzyl-9-tert-butyloxycarbonyl-3,9-diazabicyclo[3.3.1]nonane

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 2280.15 Torr;99%
potassium tert-butylate
865-47-4

potassium tert-butylate

N-octylpyridinium chloride
4086-73-1

N-octylpyridinium chloride

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With pyridine; sulfuric acid; sodium hydrogencarbonate In hexane; water90%
potassium tert-butylate
865-47-4

potassium tert-butylate

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With pyridine; sulfuric acid; sodium hydrogencarbonate In hexane; water89%
In hexane; water87%
In water; N,N-dimethyl-formamide; toluene24%
potassium tert-butylate
865-47-4

potassium tert-butylate

N-dodecylpyridinium chloride
104-74-5

N-dodecylpyridinium chloride

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
In hexane; water89%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

sodium t-butyl carbonate

sodium t-butyl carbonate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
at 0 - 30℃; for 4h;88.79%
carbon dioxide
124-38-9

carbon dioxide

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
Stage #1: carbon dioxide With pyridine; benzyltrimethylammonium chloride; p-toluenesulfonyl chloride In toluene
Stage #2: With sulfuric acid In water for 0.5h;
85%
N-octylpyridinium chloride
4086-73-1

N-octylpyridinium chloride

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

sodium t-butanolate
865-48-5

sodium t-butanolate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With sulfuric acid; sodium hydrogencarbonate In hexane; water83%
N-dodecylpyridinium chloride
104-74-5

N-dodecylpyridinium chloride

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

sodium t-butanolate
865-48-5

sodium t-butanolate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
In hexane; water80%
carbon dioxide
124-38-9

carbon dioxide

potassium tert-butylate
865-47-4

potassium tert-butylate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
Stage #1: carbon dioxide; potassium tert-butylate With pyridine; benzyltrimethylammonium chloride; p-toluenesulfonyl chloride In toluene
Stage #2: With sulfuric acid In water for 0.5h;
73%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

tert-butyl alcohol
75-65-0

tert-butyl alcohol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; tert-butyl alcohol With triethylamine In hexane at -5℃;
Stage #2: With sodium hydroxide In hexane; water at 10℃; for 5.33333h; Reagent/catalyst; Temperature;
72%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

sodium t-butanolate
865-48-5

sodium t-butanolate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With pyridine; sulfuric acid; sodium hydrogencarbonate In hexane; water71%
sodium t-butyl carbonate

sodium t-butyl carbonate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
Stage #1: sodium t-butyl carbonate With pyridine; benzyltrimethylammonium chloride; p-toluenesulfonyl chloride In toluene at 40 - 50℃; for 24h;
Stage #2: With sulfuric acid In water for 0.5h;
62.7%
With pyridine; triethylamine; trichloromethyl chloroformate In N,N-dimethyl-formamide; Petroleum ether at -5 - 25℃; for 3.5h;60 g
di-tert-butyl tricarbonate
24424-95-1

di-tert-butyl tricarbonate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With dmap In [D3]acetonitrile for 0.166667h; Ambient temperature;
With triethylamine In tetrachloromethane
With 1,4-diaza-bicyclo[2.2.2]octane In tetrachloromethane
(2S,12bS)-2-Methyl-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizine-12-carboxylic acid tert-butyl ester
125260-47-1, 125260-50-6

(2S,12bS)-2-Methyl-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizine-12-carboxylic acid tert-butyl ester

A

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
Product distribution;
N-(t-butyloxycarbonyl) arginine hydrochloride [Boc-Arg (HCl)-OH]

N-(t-butyloxycarbonyl) arginine hydrochloride [Boc-Arg (HCl)-OH]

diethyl ether
60-29-7

diethyl ether

benzyl chloroformate
501-53-1

benzyl chloroformate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
In sodium hydroxide; water
aqueous H2 SO4

aqueous H2 SO4

4-methylphenyl chlorosulfate
772-80-5

4-methylphenyl chlorosulfate

benzyltrimethylammonium chloride
56-93-9

benzyltrimethylammonium chloride

sodium t-butyl carbonate

sodium t-butyl carbonate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Conditions
ConditionsYield
With pyridine In toluene
tert-butyl 4-((dimethylamino)methylene)-3,5-dioxopiperidine-1-carboxylate
478623-90-4

tert-butyl 4-((dimethylamino)methylene)-3,5-dioxopiperidine-1-carboxylate

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

N,N-dimethyl-formamide dimethyl acetal

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

L-valine
72-18-4

L-valine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;100%
D-Threonine
632-20-2

D-Threonine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(2R,3S)-2-tert-butoxycarbonylamino-3-hydroxybutyric acid
2592-18-9, 23082-29-3, 23082-30-6, 55674-67-4, 85979-33-5, 86748-77-8

(2R,3S)-2-tert-butoxycarbonylamino-3-hydroxybutyric acid

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 23h;100%
With sodium hydrogencarbonate In methanol; water at 20℃; for 36h; Inert atmosphere;95%
With sodium carbonate In tetrahydrofuran; water87%
L-leucine
61-90-5

L-leucine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 25℃; for 23h;100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 19h;99%
L-isoleucine
73-32-5

L-isoleucine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 24h;100%
Stage #1: L-isoleucine With sodium hydroxide In 1,4-dioxane; water at 0℃;
Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 0 - 20℃;
100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;100%
L-methionine
63-68-3

L-methionine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butoxycarbonyl-L-methionine
2488-15-5

N-tert-butoxycarbonyl-L-methionine

Conditions
ConditionsYield
Stage #1: L-methionine With sodium hydroxide In 1,4-dioxane; water at 0℃; for 0.25h;
Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 0 - 20℃;
100%
With sodium hydroxide In water; tert-butyl alcohol95%
With triethylamine; sodium hydroxide In water; acetonitrile at 0 - 25℃; for 12h;95%
S-benzyl-L-cysteine
3054-01-1

S-benzyl-L-cysteine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(2R)-3-benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid
5068-28-0

(2R)-3-benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water for 4h;100%
With triethylamine99%
With sodium hydroxide In 1,4-dioxane; water at 20 - 40℃; for 15h;65%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

4-(N-tert-butoxycarbonyl)aminobenzoic acid
66493-39-8

4-(N-tert-butoxycarbonyl)aminobenzoic acid

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water at 20℃; for 24h;100%
With triethylamine In 1,4-dioxane; water at 20℃; for 24h;100%
98%
piperidine
110-89-4

piperidine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

t-butyl piperidinecarboxylate
75844-69-8

t-butyl piperidinecarboxylate

Conditions
ConditionsYield
With indium(III) bromide at 30 - 35℃; for 0.0833333h;100%
aminosulfonic acid at 25 - 28℃; for 0.05h;100%
With 1-methylimidazolium tetrafluoroborate at 30 - 35℃; for 0.0333333h;100%
3-hydroxypiperazine
6859-99-0

3-hydroxypiperazine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butoxycarbonyl-3-piperidinol
85275-45-2

N-tert-butoxycarbonyl-3-piperidinol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
With triethylamine In methanol at 20℃; for 15h;99%
With triethylamine In methanol at 20℃; for 15h;99%
3-Pyrroline
109-96-6

3-Pyrroline

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)-3-pyrroline
73286-70-1

N-(tert-butoxycarbonyl)-3-pyrroline

Conditions
ConditionsYield
In tetrahydrofuran; water at 0 - 20℃; for 3.16667h;100%
In dichloromethane at 0 - 20℃; Inert atmosphere;100%
In dichloromethane at 0 - 20℃; for 18.58h; Inert atmosphere;100%
2-pyrrole aldehyde
1003-29-8

2-pyrrole aldehyde

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butoxycarbonylpyrrole-2-carboxaldehyde
161282-57-1

N-tert-butoxycarbonylpyrrole-2-carboxaldehyde

Conditions
ConditionsYield
With N,N-dimethoxy-4-amino-pyridine; triethylamine In dichloromethane at 20℃; for 0.5h;100%
Stage #1: 2-pyrrole aldehyde With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide for 1h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; Inert atmosphere;
100%
In acetonitrile at 25℃; for 24h;99%
4-aminopyridine
504-24-5

4-aminopyridine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(4-pyridyl) t-butyl carbamate
98400-69-2

N-(4-pyridyl) t-butyl carbamate

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) at 30 - 35℃; for 0.5h;100%
With perchloric acid at 30 - 35℃; for 0.25h;100%
In PEG-400 at 20℃; for 0.25h;100%
3-methyl-2-pyrrolidinone
2555-05-7

3-methyl-2-pyrrolidinone

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 3-methyl-2-oxo-1-pyrrolidine-carboxylate
171017-18-8

tert-butyl 3-methyl-2-oxo-1-pyrrolidine-carboxylate

Conditions
ConditionsYield
With dmap; triethylamine In acetonitrile at 20℃; for 10h;100%
With dmap In acetonitrile96%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 4h;95%
In tetrahydrofuran Heating;85%
With dmap; triethylamine In dichloromethane Ambient temperature;
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl(2-hydroxyethyl)carbamic acid tert-butyl ester
57561-39-4

methyl(2-hydroxyethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In acetonitrile at 20℃; Condensation;100%
In dichloromethane at 20℃; for 1h;100%
In tetrahydrofuran at 20℃; for 4h;100%
N-methylpropargylamine
35161-71-8

N-methylpropargylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-t-butoxycarbonyl-N-methylpropargylamine
124045-51-8

N-t-butoxycarbonyl-N-methylpropargylamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;100%
90%
In methanol at 20℃; for 16h; Inert atmosphere;87.6%
indole
120-72-9

indole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

indole-1-carboxylic acid tert-butyl ester
75400-67-8

indole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 20℃; for 16h; Acylation;100%
With dmap In tetrahydrofuran at 20℃; for 2h;100%
With dmap In dichloromethane at 20℃;100%
2-Ketopiperazine
5625-67-2

2-Ketopiperazine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-(t-butyloxycarbonyl)piperazin-2-one
76003-29-7

4-(t-butyloxycarbonyl)piperazin-2-one

Conditions
ConditionsYield
In dichloromethane for 3h;100%
In dichloromethane at 20℃; for 5h;100%
In dichloromethane at 20℃; Cooling with ice;100%
3-Aminomethylpyridine
3731-52-0

3-Aminomethylpyridine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-<amino>methyl>pyridine
102297-41-6

3-methyl>pyridine

Conditions
ConditionsYield
In 1,4-dioxane for 3h; Ambient temperature;100%
With glycerol at 20℃; for 0.0833333h; Green chemistry; chemoselective reaction;96%
With triethylamine In dichloromethane at 0℃; for 1.5h;92%
5-azaindole
271-34-1

5-azaindole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate
148760-75-2

tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃; for 18h;100%
With triethylamine In dichloromethane at 25℃; for 12h; Inert atmosphere;98.2%
With triethylamine In dichloromethane at 25℃; for 12h; Inert atmosphere;98.2%
tyrosamine
51-67-2

tyrosamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-t-butoxycarbonyl-tyramine
64318-28-1

N-t-butoxycarbonyl-tyramine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; methanol at 0 - 20℃;100%
In tetrahydrofuran for 3.5h;100%
With triethylamine In N,N-dimethyl-formamide99%
3-Methylindole
83-34-1

3-Methylindole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-methyl-indole-1-carboxylic acid tert-butyl ester
89378-43-8

3-methyl-indole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃; for 22h;100%
With dmap In acetonitrile Ambient temperature;99%
With dmap In acetonitrile at 20℃; for 16h;98.5%
4-(2-Aminoethyl)pyridine
13258-63-4

4-(2-Aminoethyl)pyridine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(tert-Butoxy)-N-<2-(4-pyridyl)ethyl>carbamat
109573-05-9

(tert-Butoxy)-N-<2-(4-pyridyl)ethyl>carbamat

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In tetrahydrofuran at 0 - 20℃; for 3.5h;81%
In dichloromethane at 25℃;73%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

pipecolic Acid
4043-87-2

pipecolic Acid

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid
98303-20-9

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In acetonitrile for 72h; Ambient temperature;100%
Stage #1: di-tert-butyl dicarbonate; pipecolic Acid With potassium carbonate In water; acetone at 20℃;
Stage #2: With hydrogenchloride In water; acetone pH=~ 3;
99%
With sodium carbonate In ethanol; water at 20℃;99.6%
Indole-3-carboxaldehyde
487-89-8

Indole-3-carboxaldehyde

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-tert-butoxycarbonyl-3-formylindole
57476-50-3

1-tert-butoxycarbonyl-3-formylindole

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 0℃; for 1.83333h; Substitution;100%
With dmap; triethylamine In dichloromethane at 20℃;100%
With dmap; triethylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere;100%
1,2,3,4-tetrahydroisoquinoline
91-21-4

1,2,3,4-tetrahydroisoquinoline

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate
138350-92-2

tert-butyl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Conditions
ConditionsYield
In dichloromethane for 1h; Ambient temperature;100%
In dichloromethane at 20℃; for 2h;100%
With triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;99%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Ethyl nipecotate
71962-74-8

Ethyl nipecotate

ethyl N-(t-butyloxycarbonyl)nipecotate
148672-74-6, 130250-54-3

ethyl N-(t-butyloxycarbonyl)nipecotate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
With dmap; triethylamine In water; acetonitrile for 22h;99%
98%
4-carbethoxypiperidine
1126-09-6

4-carbethoxypiperidine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate
142851-03-4

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
In tetrahydrofuran100%
With triethylamine In dichloromethane at 20℃; Product distribution / selectivity;100%
1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid
41034-52-0

1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(±)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid
166591-85-1

(±)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With sodium hydroxide In tert-butyl alcohol84%
With sodium hydroxide In tert-butyl alcohol for 24h; Ambient temperature;
With triethylamine In tetrahydrofuran; water8.0 g (85%)
sarcosine
107-97-1

sarcosine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)sarcosine
13734-36-6

N-(tert-butoxycarbonyl)sarcosine

Conditions
ConditionsYield
With triethylamine In water for 6h;100%
With triethylamine In water at 25℃; for 3h;97%
With sodium hydroxide In 1,4-dioxane95%
ethyl 3-methylaminopropionate
2213-08-3

ethyl 3-methylaminopropionate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Ethyl 3-propionate
54424-07-6

Ethyl 3-propionate

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Ambient temperature;100%
With triethylamine In dichloromethane at 0℃;

24424-99-5Downstream Products

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