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117445-22-4

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117445-22-4 Usage

Chemical Properties

Off-white powder

Uses

3-(Boc-aminomethyl)benzoic Acid is used to synthesize aminodihydroquinazolines as inhibitors of BACE-1 (β-site APP cleaving enzyme). It is also used to prepare spiro[1H-indene-1,4''-piperidine] derivatives as potent and selective non-peptide human somatostatin receptor subtype 2 (sst2) agonists.

Check Digit Verification of cas no

The CAS Registry Mumber 117445-22-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,7,4,4 and 5 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 117445-22:
(8*1)+(7*1)+(6*7)+(5*4)+(4*4)+(3*5)+(2*2)+(1*2)=114
114 % 10 = 4
So 117445-22-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H17NO4/c1-13(2,3)18-12(17)10-8(7-14)5-4-6-9(10)11(15)16/h4-6H,7,14H2,1-3H3,(H,15,16)

117445-22-4 Well-known Company Product Price

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  • Aldrich

  • (14971)  3-(Boc-aminomethyl)benzoicacid  ≥97.0% (HPLC)

  • 117445-22-4

  • 14971-1G

  • 2,933.19CNY

  • Detail
  • Aldrich

  • (14971)  3-(Boc-aminomethyl)benzoicacid  ≥97.0% (HPLC)

  • 117445-22-4

  • 14971-5G

  • 10,577.97CNY

  • Detail

117445-22-4SDS

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 Boc-3-Aminomethylbenzoic Acid

1.2 Other means of identification

Product number -
Other names 3-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid

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:117445-22-4 SDS

117445-22-4Synthetic route

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

3-aminomethylbenzoic acid
2393-20-6

3-aminomethylbenzoic acid

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
With triethylamine75%
3-aminomethylbenzoic acid
2393-20-6

3-aminomethylbenzoic acid

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
With di-tert-butyl dicarbonate; triethylamine In 1,4-dioxane; water68%
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

3-(aminomethyl)benzoic acid hydrochloride
876-03-9

3-(aminomethyl)benzoic acid hydrochloride

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
With triethylamine In water Ambient temperature;64%
methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate
180863-55-2

methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Stage #1: methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate With water; lithium hydroxide In tetrahydrofuran at 25 - 50℃; for 4h;
Stage #2: With acetic acid In ethyl acetate
44%
Stage #1: methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate With water; lithium hydroxide In tetrahydrofuran at 50℃; for 4h;
Stage #2: With acetic acid
44%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-aminomethylbenzoic acid
2393-20-6

3-aminomethylbenzoic acid

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane
With sodium hydrogencarbonate In 1,4-dioxane; water
3-Cyanobenzoic acid
1877-72-1

3-Cyanobenzoic acid

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3 / Raney Ni / ethanol / 51714.8 Torr
2: aq. NaOH / dioxane
View Scheme
Multi-step reaction with 2 steps
1: 64 percent / H2, conc. HCl / 10percent Pd/C / ethanol / 38 h
2: 64 percent / Et3N / H2O / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 95 percent / hydrogen / Pd/C
2: 75 percent / triethylamine
View Scheme
3-Cyanobenzoic acid
1877-72-1

3-Cyanobenzoic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
palladium on carbon In ethanol
dichloromethane
75-09-2

dichloromethane

3-Cyanobenzoic acid
1877-72-1

3-Cyanobenzoic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
palladium In methanol; ethanol
3-bromomethylbenzoic acid
6515-58-8

3-bromomethylbenzoic acid

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: thionyl chloride / 1 h / 25 °C / Reflux
2: N,N-dimethyl-formamide / 12 h / 85 °C
3: hydrazine hydrate / methanol / 4 h / 25 °C / Reflux
4: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
5: water; lithium hydroxide / tetrahydrofuran / 4 h / 25 - 50 °C
View Scheme
Multi-step reaction with 5 steps
1: thionyl chloride / 1 h / 25 °C / Reflux
2: N,N-dimethyl-formamide / 12 h / 85 °C
3: hydrazine hydrate / methanol / 4 h / Reflux
4: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
5: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C
View Scheme
m-Toluic acid
99-04-7

m-Toluic acid

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 25 °C / Reflux
2: thionyl chloride / 1 h / 25 °C / Reflux
3: N,N-dimethyl-formamide / 12 h / 85 °C
4: hydrazine hydrate / methanol / 4 h / 25 °C / Reflux
5: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
6: water; lithium hydroxide / tetrahydrofuran / 4 h / 25 - 50 °C
View Scheme
Multi-step reaction with 6 steps
1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 25 °C / Reflux
2: thionyl chloride / 1 h / 25 °C / Reflux
3: N,N-dimethyl-formamide / 12 h / 85 °C
4: hydrazine hydrate / methanol / 4 h / Reflux
5: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
6: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C
View Scheme
3-methoxycarbonylbenzyl bromide
1129-28-8

3-methoxycarbonylbenzyl bromide

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N,N-dimethyl-formamide / 12 h / 85 °C
2: hydrazine hydrate / methanol / 4 h / 25 °C / Reflux
3: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
4: water; lithium hydroxide / tetrahydrofuran / 4 h / 25 - 50 °C
View Scheme
Multi-step reaction with 4 steps
1: N,N-dimethyl-formamide / 12 h / 85 °C
2: hydrazine hydrate / methanol / 4 h / Reflux
3: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
4: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C
View Scheme
3-aminomethyl-benzoic acid methyl ester hydrochloride

3-aminomethyl-benzoic acid methyl ester hydrochloride

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
2: water; lithium hydroxide / tetrahydrofuran / 4 h / 25 - 50 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
2: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C
View Scheme
3-(1, 3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoic acid methyl ester
781632-38-0

3-(1, 3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoic acid methyl ester

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrazine hydrate / methanol / 4 h / 25 °C / Reflux
2: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
3: water; lithium hydroxide / tetrahydrofuran / 4 h / 25 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrazine hydrate / methanol / 4 h / Reflux
2: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8
3: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C
View Scheme
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

3-(aminomethyl)benzoic acid trifluoroacetate
763110-30-1

3-(aminomethyl)benzoic acid trifluoroacetate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;100%
2-methylphenethylamine
55755-16-3

2-methylphenethylamine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

3-aminomethyl-N-(2-o-tolyl-ethyl)-benzamide
736054-82-3

3-aminomethyl-N-(2-o-tolyl-ethyl)-benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1,2-dichloro-ethane In ethyl acetate; N,N-dimethyl-formamide93%
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

1,1-dimethylethyl {[3-(hydroxymethyl)phenyl]methyl}carbamate
226070-69-5

1,1-dimethylethyl {[3-(hydroxymethyl)phenyl]methyl}carbamate

Conditions
ConditionsYield
Stage #1: 3-(tert-butoxycarbonylamino-methyl)benzoic acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: With sodium tetrahydroborate In methanol for 0.5h;
93%
Stage #1: 3-(tert-butoxycarbonylamino-methyl)benzoic acid With dimethylsulfide borane complex In tetrahydrofuran at 25℃; for 2h;
Stage #2: With ammonium chloride In tetrahydrofuran
86%
Stage #1: 3-(tert-butoxycarbonylamino-methyl)benzoic acid With dimethylsulfide borane complex In tetrahydrofuran at 25℃; for 2h; Cooling with ice;
Stage #2: With ammonium chloride In tetrahydrofuran
86%
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;74%
With dimethyl sulfide borane In tetrahydrofuran at 20℃; for 3h;
2-amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine
17899-48-8

2-amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

[3-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester
1354555-45-5

[3-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;90%
N-(3,5-dichlorobenzyl)-1-(4-fluorophenyl)methanamine
1179959-12-6

N-(3,5-dichlorobenzyl)-1-(4-fluorophenyl)methanamine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

tert-butyl 3-((3,5-dichlorobenzyl)(4-fluorobenzyl)carbamoyl)benzylcarbamate
1201663-62-8

tert-butyl 3-((3,5-dichlorobenzyl)(4-fluorobenzyl)carbamoyl)benzylcarbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 20h;89%
(E)-N-(4-(piperidin-4-yl)butyl)-3-(pyridin-3-yl)acrylamide bis-hydrochloride

(E)-N-(4-(piperidin-4-yl)butyl)-3-(pyridin-3-yl)acrylamide bis-hydrochloride

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

tert-butyl (E)-(3-(4-(4-(3-(pyridin-3-yl)acrylamido)butyl)piperidine-1-carbonyl)benzyl)carbamate

tert-butyl (E)-(3-(4-(4-(3-(pyridin-3-yl)acrylamido)butyl)piperidine-1-carbonyl)benzyl)carbamate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 16h;89%
benzyl bromide
100-39-0

benzyl bromide

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

3-(((tert-butoxycarbonyl)amino)methyl)benzoic acid benzyl ester

3-(((tert-butoxycarbonyl)amino)methyl)benzoic acid benzyl ester

Conditions
ConditionsYield
Stage #1: 3-(tert-butoxycarbonylamino-methyl)benzoic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 6h;
88%
With caesium carbonate In N,N-dimethyl-formamide
(4-nitrophenyl)(phenyl)methanone oxime
38032-13-2

(4-nitrophenyl)(phenyl)methanone oxime

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

Boc-Mamb-Ox
153346-67-9

Boc-Mamb-Ox

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;79%
With dmap; dicyclohexyl-carbodiimide52%
dimethyl amine
124-40-3

dimethyl amine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

3-(aminomethyl)-N,N-dimethylbenzamide hydrochloride

3-(aminomethyl)-N,N-dimethylbenzamide hydrochloride

Conditions
ConditionsYield
Stage #1: 3-(tert-butoxycarbonylamino-methyl)benzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 3h;
Stage #2: dimethyl amine In tetrahydrofuran at 60℃; for 16h;
77%
N-propylcyclohexylamine
3592-81-2

N-propylcyclohexylamine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

C22H34N2O3
1174409-94-9

C22H34N2O3

Conditions
ConditionsYield
Stage #1: 3-(tert-butoxycarbonylamino-methyl)benzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.333333h;
Stage #2: N-propylcyclohexylamine In N,N-dimethyl-formamide for 1h;
76%
1,1-diphenyltetrahydro-1H-oxazolo[3,4-α]pyrazin-3(5H)-one
847555-93-5, 847556-27-8, 847556-28-9

1,1-diphenyltetrahydro-1H-oxazolo[3,4-α]pyrazin-3(5H)-one

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

1,1-dimethylethyl[[3-[(tetrahydro-3-oxo-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-7(1H)-yl)carbonyl]phenyl]methyl]carbamate

1,1-dimethylethyl[[3-[(tetrahydro-3-oxo-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-7(1H)-yl)carbonyl]phenyl]methyl]carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20℃; for 15h;75%
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

5-amino-m-xylylenebis(phosphonic acid) tetramethyl ester
262863-45-6

5-amino-m-xylylenebis(phosphonic acid) tetramethyl ester

5-[3-(tert-butyloxycarbonylaminomethyl)benzoylamino]-m-xylylenebis(phosphonic acid) tetramethyl ester

5-[3-(tert-butyloxycarbonylaminomethyl)benzoylamino]-m-xylylenebis(phosphonic acid) tetramethyl ester

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In dichloromethane; ethyl acetate at 20℃; for 16h;73%
4-(dimethylaminomethyl)aniline
6406-74-2

4-(dimethylaminomethyl)aniline

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

[3-(4-dimethylaminomethylphenylcarbamoyl)benzyl]carbamic acid tert-butyl ester
1038548-91-2

[3-(4-dimethylaminomethylphenylcarbamoyl)benzyl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide69%
Stage #1: 4-(dimethylaminomethyl)aniline; 3-(tert-butoxycarbonylamino-methyl)benzoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 48h;
Stage #2: In dichloromethane
N-(p-toluenesulfonyl)aziridine
3634-89-7

N-(p-toluenesulfonyl)aziridine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

C22H28N2O6S

C22H28N2O6S

Conditions
ConditionsYield
With mesitylenecarboxylic acid; palladium diacetate; caesium carbonate at 50℃; for 24h; Sealed tube;67%
β-dihydronaltrexamine

β-dihydronaltrexamine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

tert-butyl (3-(((7R,12bS)-3-(cyclopropylmethyl)-9-hydroxy-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzyl)carbamate

tert-butyl (3-(((7R,12bS)-3-(cyclopropylmethyl)-9-hydroxy-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzyl)carbamate

Conditions
ConditionsYield
Stage #1: β-dihydronaltrexamine; 3-(tert-butoxycarbonylamino-methyl)benzoic acid With HATU In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
66%
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

2,5-dioxopyrrolidin-1-yl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate

2,5-dioxopyrrolidin-1-yl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide at 20℃; for 18h;59%
1-(2-aminoethyl)pyrrolidine
7154-73-6

1-(2-aminoethyl)pyrrolidine

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

[3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester
1028338-61-5

[3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 15h;58%
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

methyl iodide
74-88-4

methyl iodide

Nα-(tert-butyloxycarbonyl)-Nα-methyl-m-(aminomethyl)benzoic acid
155567-87-6

Nα-(tert-butyloxycarbonyl)-Nα-methyl-m-(aminomethyl)benzoic acid

Conditions
ConditionsYield
With silver(l) oxide In N,N-dimethyl-formamide at 45℃; for 42h;53%
4-(1,3,2-dithiocycloarsenic-2-yl)aniline
5577-20-8

4-(1,3,2-dithiocycloarsenic-2-yl)aniline

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

(3-((4-(1,3,2-dithiaarsen-2-yl)phenyl)carbamoyl)benzyl)carbamic acid tert-butyl ester

(3-((4-(1,3,2-dithiaarsen-2-yl)phenyl)carbamoyl)benzyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 4h;50%
1-(3'-ethyl-6-fluorobiphenyl-2-yl)-5-methoxy-1-(piperidin-4-yl)pentan-1-ol
952708-96-2

1-(3'-ethyl-6-fluorobiphenyl-2-yl)-5-methoxy-1-(piperidin-4-yl)pentan-1-ol

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

tert-butyl 3-(4-(1-(3'-ethyl-6-fluorobiphenyl-2-yl)-1-hydroxy-5-methoxypentyl)piperidine-1-carbonyl)benzylcarbamate
952709-15-8

tert-butyl 3-(4-(1-(3'-ethyl-6-fluorobiphenyl-2-yl)-1-hydroxy-5-methoxypentyl)piperidine-1-carbonyl)benzylcarbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 20h;42%
BOC-glycine
4530-20-5

BOC-glycine

Boc-Arg(Tos)-OH
13836-37-8

Boc-Arg(Tos)-OH

Boc-Asp(O-cyclohexyl)-OH
73821-95-1

Boc-Asp(O-cyclohexyl)-OH

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

cyclo(Arg-Gly-Asp-Mamb)

cyclo(Arg-Gly-Asp-Mamb)

Conditions
ConditionsYield
solid-phase synthesis using p-nitrobenzophenone oxime resin; Yield given. Multistep reaction;
BOC-glycine
4530-20-5

BOC-glycine

Boc-Arg(Tos)-OH
13836-37-8

Boc-Arg(Tos)-OH

Boc-Asp(O-cyclohexyl)-OH
73821-95-1

Boc-Asp(O-cyclohexyl)-OH

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

cyclo(Gly-Arg-Gly-Asp-Mamb)

cyclo(Gly-Arg-Gly-Asp-Mamb)

Conditions
ConditionsYield
solid-phase synthesis using p-nitrobenzophenone oxime resin; Yield given. Multistep reaction;
BOC-glycine
4530-20-5

BOC-glycine

Boc-Arg(Tos)-OH
13836-37-8

Boc-Arg(Tos)-OH

Boc-Asp(O-cyclohexyl)-OH
73821-95-1

Boc-Asp(O-cyclohexyl)-OH

3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

cyclo-[Arg-Gly-Asp-Gly-(3-Amb)]

cyclo-[Arg-Gly-Asp-Gly-(3-Amb)]

Conditions
ConditionsYield
solid-phase synthesis using p-nitrobenzophenone oxime resin; Yield given. Multistep reaction;
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

3-{[(tert-butoxycarbonyl)amino]methyl}cyclohexanecarboxylic acid
145149-55-9

3-{[(tert-butoxycarbonyl)amino]methyl}cyclohexanecarboxylic acid

Conditions
ConditionsYield
With hydrogen; acetic acid; platinum(IV) oxide under 2585.7 Torr;
3-(tert-butoxycarbonylamino-methyl)benzoic acid
117445-22-4

3-(tert-butoxycarbonylamino-methyl)benzoic acid

C26H32N2O7

C26H32N2O7

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide for 0.166667h;

117445-22-4Relevant articles and documents

Design, synthesis and biological evaluation of 4′-demethyl-4-deoxypodophyllotoxin derivatives as novel tubulin and histone deacetylase dual inhibitors

Zhang, Xuan,Zhang, Jie,Su, Mingbo,Zhou, Yubo,Chen, Yi,Li, Jia,Lu, Wei

, p. 40444 - 40448 (2014/12/11)

A new class of 4′-demethyl-4-deoxypodophyllotoxin derivatives has been designed and synthesized as tubulin-HDAC dual inhibitors. Biological evaluation of these hybrids included the inhibitory activity of HDAC, in vitro cell cycle analysis in HCT-116 cells as well as cytotoxicity against two cancer cell lines (A549 and HCT116). The distance and angle between the HDAC capping group and the zinc binding group were systematically varied. Compounds 14a and 14c showed most potent dual inhibitory activity and powerful antiproliferative activity on HCT116 and A549 cell lines. This journal is

HISTONE DEACETYLASE INHIBITORS

-

, (2011/04/13)

The disclosure provides compounds of formula I and methods for preparation thereof. The compounds act as inhibitor of histone deacetylase.

Spiro [1H-indene-1,4'-piperidine] derivatives as potent and selective non-peptide human somatostatin receptor subtype 2 (sst2) agonists [1]

Yang, Lihu,Guo, Liangqin,Pasternak, Alexander,Mosley, Ralph,Rohrer, Susan,Birzin, Elizabeth,Foor, Forrest,Cheng, Kang,Schaeffer, James,Patchett, Arthur A.

, p. 2175 - 2179 (2007/10/03)

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