Product Name

  • Name

    tert-Butyl bromoacetate

  • EINECS 226-133-6
  • CAS No. 5292-43-3
  • Article Data37
  • CAS DataBase
  • Density 1.352 g/cm3
  • Solubility Insoluble in water, soluble in ethanol, diethyl ether
  • Melting Point 44-47 °C
  • Formula C6H11BrO2
  • Boiling Point 163.999 °C at 760 mmHg
  • Molecular Weight 195.056
  • Flash Point 59.101 °C
  • Transport Information UN 1993 3/PG 3
  • Appearance slightly yellow transparent liquid
  • Safety 26-24/25-16
  • Risk Codes 10-36/37/38
  • Molecular Structure Molecular Structure of 5292-43-3 (tert-Butyl bromoacetate)
  • Hazard Symbols IrritantXi,FlammableF
  • Synonyms Aceticacid, bromo-, 1,1-dimethylethyl ester (9CI);Acetic acid, bromo-, tert-butylester (6CI,7CI,8CI);1,1-Dimethylethyl 2-bromoacetate;1,1-Dimethylethylbromoacetate;1,1-Dimethylethyl monobromoacetate;2-Bromoacetic acid tert-butylester;Bromoacetic acid 1,1-dimethylethyl ester;Bromoacetic acid tert-butylester;NSC 82470;tert-Butyl 2-bromoacetate;tert-Butyl a-bromoacetate;
  • PSA 26.30000
  • LogP 1.72300

Synthetic route

bromoacetic acid
79-08-3

bromoacetic acid

isobutene
115-11-7

isobutene

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With Amberlyst-15 at -78 - 20℃; for 24h; Autoclave;97%
With perfluorosulfonic acid resin In tetrahydrofuran at 10 - 15℃; for 5h; Concentration; Temperature; Large scale; Green chemistry;97.6%
With amberlyst-15 In chloroform86%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

tert-butyl alcohol
75-65-0

tert-butyl alcohol

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 0.5h;96%
Stage #1: tert-butyl alcohol With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: 2-Bromoacetyl bromide In dichloromethane at 0 - 25℃; for 5h;
71%
With diethyl ether; 2,3-Dimethylaniline
aqueous potassium carbonate

aqueous potassium carbonate

bromoacetic acid
79-08-3

bromoacetic acid

isobutene
115-11-7

isobutene

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With sulfuric acid In dichloromethane88.4%
2-bromoacetyl chloride
22118-09-8

2-bromoacetyl chloride

tert-butyl alcohol
75-65-0

tert-butyl alcohol

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With aluminum oxide In benzene for 15h; Ambient temperature;74%
With pyridine In diethyl ether50%
With triethylamine In dichloromethane at 0 - 20℃; for 3.75h;4.48 g
tert-Butyl 2,2,2-trichloroacetimidate
98946-18-0

tert-Butyl 2,2,2-trichloroacetimidate

bromoacetic acid
79-08-3

bromoacetic acid

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
boron trifluoride diethyl etherate In dichloromethane; cyclohexane for 16h; Ambient temperature;71%
Diphenylphosphanyl-acetic acid phenyl ester
125144-97-0

Diphenylphosphanyl-acetic acid phenyl ester

A

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

B

2-diphenylphosphanyl-acetamide
35948-16-4

2-diphenylphosphanyl-acetamide

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 2h; Heating;A 5%
B 44%
bromoacetic acid
79-08-3

bromoacetic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; scandium tris(trifluoromethanesulfonate) In dichloromethane at -5 - 20℃; for 2h;35%
With toluene-4-sulfonic acid In toluene at 110.8℃; for 2h; Inert atmosphere;
With sulfuric acid; magnesium sulfate In dichloromethane at 20℃; for 48h;
bromoacetic anhydride
13094-51-4

bromoacetic anhydride

tert-butyl alcohol
75-65-0

tert-butyl alcohol

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

tert-Butyl iodide
558-17-8

tert-Butyl iodide

bromoacetate_of silver

bromoacetate_of silver

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With diethyl ether
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

triphenylphosphine
603-35-0

triphenylphosphine

(tert-Butoxycarbonylmethylene)triphenylphosphorane
86302-43-4

(tert-Butoxycarbonylmethylene)triphenylphosphorane

Conditions
ConditionsYield
Stage #1: bromoacetic acid tert-butyl ester; triphenylphosphine
Stage #2: With sodium hydroxide
100%
In toluene at 0 - 20℃;95%
Stage #1: bromoacetic acid tert-butyl ester; triphenylphosphine In toluene at 0 - 20℃; for 8h; Inert atmosphere; Schlenk technique;
Stage #2: With sodium hydroxide In dichloromethane; water at 20℃; for 1h; Inert atmosphere; Schlenk technique;
80%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

triethyl phosphite
122-52-1

triethyl phosphite

tert-butyl diethylphosphonoacetate
27784-76-5

tert-butyl diethylphosphonoacetate

Conditions
ConditionsYield
at 65℃; for 2h; Substitution; Michaelis-Arbuzov reaction;100%
at 50℃; for 2h;100%
at 90℃; for 6h; Inert atmosphere;97%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

methyl (phenylsulfanyl)acetate
17277-58-6

methyl (phenylsulfanyl)acetate

1-methyl-4-t-butyl (+/-)-2-phenylthiosuccinate
115391-98-5

1-methyl-4-t-butyl (+/-)-2-phenylthiosuccinate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 1h;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(3S,4S)-4-<(1R)-1-benzyloxycarbonylethyl>-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-2-azetidinone
96035-98-2

(3S,4S)-4-<(1R)-1-benzyloxycarbonylethyl>-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-2-azetidinone

(3S,4S)-4-<(1R)-1-benzyloxycarbonylethyl>-1-(tert-butoxycarbonylmethyl)-3-<(1R)-1-tert-butyldimethylsilyloxy>-2-azetidinone
105318-04-5

(3S,4S)-4-<(1R)-1-benzyloxycarbonylethyl>-1-(tert-butoxycarbonylmethyl)-3-<(1R)-1-tert-butyldimethylsilyloxy>-2-azetidinone

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 2h;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-ol
137743-86-3

12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-ol

(12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy)-acetic acid tert-butyl ester
137743-87-4

(12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy)-acetic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Heating;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(S)-2-((3R,6R)-5-Oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester
110267-58-8

(S)-2-((3R,6R)-5-Oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester

t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-3(R)-phenylperhydro-1,4-thiazepin-4-yl}acetate
102208-40-2

t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-3(R)-phenylperhydro-1,4-thiazepin-4-yl}acetate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide for 5h; Ambient temperature;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(S)-2-((3S,6R)-5-Oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester
110143-59-4

(S)-2-((3S,6R)-5-Oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester

(S)-2-((3S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester
110221-41-5

(S)-2-((3S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide for 5h; Ambient temperature;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

cyclohexylamine
108-91-8

cyclohexylamine

N-cyclohexylglycine t-butyl ester
66937-55-1

N-cyclohexylglycine t-butyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol at 20℃; for 12h;100%
With triethylamine In ethanol Ambient temperature;
With sodium hydrogencarbonate In ethanol31.9 g (97%)
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

dibenzylamine
103-49-1

dibenzylamine

tert-butyl 2-(dibenzylamino)ethanoate
94226-56-9

tert-butyl 2-(dibenzylamino)ethanoate

Conditions
ConditionsYield
In 1,4-dioxane; ethanol for 4h; Heating;100%
In 1,4-dioxane; ethanol for 8h; Reflux;94%
In ethanol at 20℃; for 4h;90%
In 1,4-dioxane; ethanol for 5h; Heating;89%
morpholine
110-91-8

morpholine

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(4-morpholinyl)acetic acid 1,1-dimethylethyl ester
88217-68-9

(4-morpholinyl)acetic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 1.5h;100%
With triethylamine In tetrahydrofuran at 60℃; for 2h;100%
With potassium carbonate In tetrahydrofuran at 0 - 20℃; for 12.5h;81%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

(4-acetyl-2-methoxy-phenoxy)acetic acid tert-butyl ester
188891-12-5

(4-acetyl-2-methoxy-phenoxy)acetic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;100%
Stage #1: 1-(3-methoxy-4-hydroxyphenyl)ethanone With sodium hydroxide In methanol at 20℃; for 15h;
Stage #2: bromoacetic acid tert-butyl ester In methanol for 15h; Reflux;
100%
With potassium carbonate In water; N,N-dimethyl-formamide at 0℃;99%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

t-butyl iodoacetate
49827-15-8

t-butyl iodoacetate

Conditions
ConditionsYield
With sodium iodide In acetone100%
With sodium iodide In acetone at 65℃; for 4h; Inert atmosphere;98%
With sodium iodide In acetone at 20℃; for 2h;90%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride
5978-22-3

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-Nε-benzyloxycarbonyl-L-lysine tert-butyl ester
205379-07-3

Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 55℃; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 55℃; Inert atmosphere;97%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 55℃; for 48h;89%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(αR,4S)-N-[2-hydroxy-1-phenylethyl]-4-methyl-1,4-dihydro-2H-isoquinolin-3-one
175777-31-8

(αR,4S)-N-[2-hydroxy-1-phenylethyl]-4-methyl-1,4-dihydro-2H-isoquinolin-3-one

(αR,4S)-[2-(4-tert-butoxycarbonylmethyl-4-methyl-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-2-phenylethoxy]acetic acid ter-butyl ester

(αR,4S)-[2-(4-tert-butoxycarbonylmethyl-4-methyl-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-2-phenylethoxy]acetic acid ter-butyl ester

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran at -78 - 20℃; for 18h; Substitution;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

3-(3,4-dimethoxyphenyl)-1-(3-hydroxyphenyl)-1-propanone
178445-83-5

3-(3,4-dimethoxyphenyl)-1-(3-hydroxyphenyl)-1-propanone

2[[3-(3,4-dimethyoxyphenyl)-1-oxopropyl]phenoxy]acetic acid 1,1-dimethylester
178445-86-8

2[[3-(3,4-dimethyoxyphenyl)-1-oxopropyl]phenoxy]acetic acid 1,1-dimethylester

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 16h; Inert atmosphere;100%
With potassium carbonate In acetone at 20℃; for 20h; Alkylation;99%
With potassium carbonate In acetone for 16h; Inert atmosphere;97%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(2S,3S)-2-azido-1-(4-tert-butoxyphenyl)hex-5-en-3-ol
246158-07-6

(2S,3S)-2-azido-1-(4-tert-butoxyphenyl)hex-5-en-3-ol

{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester
246158-10-1

{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In benzene at 20℃; for 1h; Alkylation;100%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; benzene for 1h;
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid benzyl ester
244219-73-6

(1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid benzyl ester

phenylmethyl 2-(1,4,7,10-Tetraaza-4,7,10-tris(((tert-butyl)oxycarbonyl)methyl)cyclododecyl)-acetate
192635-89-5

phenylmethyl 2-(1,4,7,10-Tetraaza-4,7,10-tris(((tert-butyl)oxycarbonyl)methyl)cyclododecyl)-acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 2.5h; Alkylation;100%
With potassium carbonate In acetonitrile at 20℃;67%
piperidin-2-one
675-20-7

piperidin-2-one

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

1-t-Butoxycarbonylmethyl-2-piperidone
216252-69-6

1-t-Butoxycarbonylmethyl-2-piperidone

Conditions
ConditionsYield
Stage #1: piperidin-2-one With sodium hydride In toluene at 0℃; for 1h; Metallation;
Stage #2: bromoacetic acid tert-butyl ester at 20℃; for 10h; Alkylation;
100%
With P-tris(dimethylamino)-C-dimethylphosphonium ylide In tetrahydrofuran at -78 - 20℃; for 3h; Alkylation;71%
(E)-3-phenylmethylene-2-piperidinone
53031-80-4

(E)-3-phenylmethylene-2-piperidinone

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

{2-Oxo-3-[1-phenyl-meth-(E)-ylidene]-piperidin-1-yl}-acetic acid tert-butyl ester
250248-74-9

{2-Oxo-3-[1-phenyl-meth-(E)-ylidene]-piperidin-1-yl}-acetic acid tert-butyl ester

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; Alkylation;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

dimethyl(2-chloro-2-propenyl)malonate
58404-02-7

dimethyl(2-chloro-2-propenyl)malonate

2-(2-Chloro-2-propenyl)-2-(methoxycarbonyl)-1,4-butanedioic Acid 4-(1,1-Dimethylethyl) 1-Methyl Ester
192516-45-3

2-(2-Chloro-2-propenyl)-2-(methoxycarbonyl)-1,4-butanedioic Acid 4-(1,1-Dimethylethyl) 1-Methyl Ester

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride100%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water at 20℃; Alkylation;
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

t-butyl (1,3-dioxo-1,3-dihydroisoindol-2-yloxy)acetate
54224-25-8

t-butyl (1,3-dioxo-1,3-dihydroisoindol-2-yloxy)acetate

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20 - 50℃; Inert atmosphere;100%
In N,N-dimethyl-formamide97%
With triethylamine In tetrahydrofuran at 0 - 20℃;90%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

para-bromobenzenethiol
106-53-6

para-bromobenzenethiol

2-(4-bromophenylsulfanyl)acetic acid t-butyl ester
283153-83-3

2-(4-bromophenylsulfanyl)acetic acid t-butyl ester

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 1h;100%
With potassium hydroxide In ethanol98.6%
With pyridine In dimethyl sulfoxide at 20℃;
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

tert-butyl [(4-methylphenyl)sulfonyl]acetate
98317-43-2

tert-butyl [(4-methylphenyl)sulfonyl]acetate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 24h;100%
In 1,4-dioxane; water for 10h; Heating;
dibutyl telluride
38788-38-4

dibutyl telluride

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

tert-butoxycarbonylmethyl-dibutyl-telluronium; bromide

tert-butoxycarbonylmethyl-dibutyl-telluronium; bromide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

1-[2-(2-{3-[2-(2-butyltellanyl-ethoxy)-ethoxy]-2,2-bis-[2-(2-butyltellanyl-ethoxy)-ethoxymethyl]-propoxy}-ethoxy)-ethyltellanyl]-butane
723294-34-6

1-[2-(2-{3-[2-(2-butyltellanyl-ethoxy)-ethoxy]-2,2-bis-[2-(2-butyltellanyl-ethoxy)-ethoxymethyl]-propoxy}-ethoxy)-ethyltellanyl]-butane

C61H120O16Te4(4+)*4Br(1-)

C61H120O16Te4(4+)*4Br(1-)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate
494799-19-8

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

methyl 2-bromo-1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-1H-indole-6-carboxylate
774213-79-5

methyl 2-bromo-1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-1H-indole-6-carboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h;100%
Stage #1: methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;
Stage #2: bromoacetic acid tert-butyl ester In N,N-dimethyl-formamide at 60℃; for 3h;
95%
Stage #1: methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: bromoacetic acid tert-butyl ester In N,N-dimethyl-formamide at 20℃; for 0.666667h;
90%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester
63628-63-7

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-Nε-benzyloxycarbonyl-L-lysine tert-butyl ester
205379-07-3

Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 65℃; for 18h;100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 55℃; for 24h; Inert atmosphere;99%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 55℃;98%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

allyl alcohol
107-18-6

allyl alcohol

tert-butyl 2-(allyloxy)acetate
85428-58-6

tert-butyl 2-(allyloxy)acetate

Conditions
ConditionsYield
Stage #1: allyl alcohol With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 20℃; for 1h; Industry scale;
Stage #2: bromoacetic acid tert-butyl ester In water; toluene at 5 - 20℃;
100%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 0 - 20℃;99%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; benzene at 0 - 20℃;
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

((tert-butyl)oxycarbonyl)methyl (2S)-2-(6-methoxy(2-naphthyl))propanoate
646509-90-2

((tert-butyl)oxycarbonyl)methyl (2S)-2-(6-methoxy(2-naphthyl))propanoate

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 48h;100%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 48h;
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(S)-N-benzylalaninol
6940-80-3

(S)-N-benzylalaninol

(S)-[N-benzyl-(2-hydroxy-1-methylethyl)-amino]acetic acid
873197-15-0

(S)-[N-benzyl-(2-hydroxy-1-methylethyl)-amino]acetic acid

Conditions
ConditionsYield
With potassium carbonate In water; toluene at 20 - 65℃; for 21h; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;89%
With potassium hydrogencarbonate; sodium iodide In N,N-dimethyl-formamide at 20℃; for 12h;76%

tert-Butyl bromoacetate Specification

The tert-Butyl bromoacetate, with the CAS registry number 5292-43-3, is also known as Bromoacetic acid tert-butyl ester. It belongs to the product categories of Acid based bromo compounds; C6 to C7; Carbonyl Compounds; Esters; Organic chemical; Building Blocks; C6 to C7; Carbonyl Compounds; Chemical Synthesis; Organic Building Blocks. Its EINECS number is 226-133-6. This chemical's molecular formula is C6H11BrO2 and molecular weight is 195.05. What's more, its systematic name is 2-Methyl-2-propanyl bromoacetate. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is used in organic synthesis.

Physical properties of tert-Butyl bromoacetate are: (1)ACD/LogP: 2.003; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.00; (4)ACD/LogD (pH 7.4): 2.00; (5)ACD/BCF (pH 5.5): 19.61; (6)ACD/BCF (pH 7.4): 19.61; (7)ACD/KOC (pH 5.5): 292.94; (8)ACD/KOC (pH 7.4): 292.94; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.457; (14)Molar Refractivity: 39.318 cm3; (15)Molar Volume: 144.288 cm3; (16)Polarizability: 15.587×10-24cm3; (17)Surface Tension: 31.9 dyne/cm; (18)Density: 1.352 g/cm3; (19)Flash Point: 59.101 °C; (20)Enthalpy of Vaporization: 40.053 kJ/mol; (21)Boiling Point: 163.999 °C at 760 mmHg; (22)Vapour Pressure: 2.0 mmHg at 25°C.

Preparation of tert-Butyl bromoacetate: this chemical can be prepared by bromoacetic acid and 2-methyl-propene. This reaction will need reagent Amberlyst-15 and solvent CHCl3. The yield is about 86%.

tert-Butyl bromoacetate can be prepared by bromoacetic acid and 2-methyl-propene

Uses of tert-Butyl bromoacetate: it can be used to produce (2-oxo-4-vinyl-azetidin-1-yl)-acetic acid tert-butyl ester. It will need reagent KOH and solvents tetrahydrofuran, dimethylformamide with the reaction time of 16 hours. The yield is about 80%.

tert-Butyl bromoacetate can be used to produce (2-oxo-4-vinyl-azetidin-1-yl)-acetic acid tert-butyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is flammable, so you should keep it away from sources of ignition - No smoking. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: BrCC(=O)OC(C)(C)C
(2)Std. InChI: InChI=1S/C6H11BrO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
(3)Std. InChIKey: BNWCETAHAJSBFG-UHFFFAOYSA-N 

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