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645-45-4

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645-45-4 Usage

Chemical Properties

clear colorless to light yellow liquid

Uses

Different sources of media describe the Uses of 645-45-4 differently. You can refer to the following data:
1. Hydrocinnamoyl chloride is a derivative of phenylpropionic acid used in the preparation of a wide range of pharmaceutical compounds such as antivirals and antitumor agents.
2. 3-Phenylpropionyl Chloride is a derivative of phenylpropionic acid used in the preparation of a wide range of pharmaceutical compounds such as antivirals and antitumor agents.
3. Hydrocinnamoyl chloride has been used in:enantioselective synthesis of the antifouling agent, (+)-maculalactone Asynthesis of hydrocinnamoyl-farnesyl-L-cysteine methyl ester

General Description

Reduction of hydrocinnamoyl chloride at mercury cathodes in acetonitrile containing tetraalkylammonium perchlorates has been investigated by cyclic voltammetry.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 645-45-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 5 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 645-45:
(5*6)+(4*4)+(3*5)+(2*4)+(1*5)=74
74 % 10 = 4
So 645-45-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H9ClO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2

645-45-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (A10860)  3-Phenylpropionyl chloride, 98%   

  • 645-45-4

  • 10g

  • 367.0CNY

  • Detail
  • Alfa Aesar

  • (A10860)  3-Phenylpropionyl chloride, 98%   

  • 645-45-4

  • 50g

  • 1290.0CNY

  • Detail
  • Alfa Aesar

  • (A10860)  3-Phenylpropionyl chloride, 98%   

  • 645-45-4

  • 250g

  • 5476.0CNY

  • Detail
  • Aldrich

  • (249440)  Hydrocinnamoylchloride  98%

  • 645-45-4

  • 249440-5G

  • 308.88CNY

  • Detail
  • Aldrich

  • (249440)  Hydrocinnamoylchloride  98%

  • 645-45-4

  • 249440-25G

  • 884.52CNY

  • Detail

645-45-4SDS

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 3-Phenylpropanoyl Chloride

1.2 Other means of identification

Product number -
Other names 3-phenylpropanoyl chloride

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:645-45-4 SDS

645-45-4Synthetic route

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 23℃;100%
With oxalyl dichloride In dichloromethane at 20℃;100%
With oxalyl dichloride In dichloromethane for 24h; Inert atmosphere;100%
tert-butyl 3-phenylpropanoate
16537-10-3

tert-butyl 3-phenylpropanoate

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
With phosphorus trichloride In acetonitrile at 80℃; for 3h; Schlenk technique;57%
With thionyl chloride; water at 20℃; for 0.5h; Reagent/catalyst; Sealed tube;
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine
383865-57-4

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A

N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3-phenyl-propionamide

N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3-phenyl-propionamide

B

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
A 3%
B n/a
oxalyl dichloride
79-37-8

oxalyl dichloride

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

Methyl formate
107-31-3

Methyl formate

B

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
With zinc(II) chloride at 100℃;
benzyl alcohol
100-51-6

benzyl alcohol

azide of <3,4-dimethoxy-phenyl>-succinic acid dihydrazide

azide of <3,4-dimethoxy-phenyl>-succinic acid dihydrazide

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium / toluene / 4 h / Heating
1.2: 51 percent / toluene; benzene / 16 h / Heating
2.1: thionyl chloride / toluene / 2 h / 70 - 75 °C
View Scheme
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

isotope ene

isotope ene

A

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

B

1.2.2.3-tetramethyl-cyclopentylcarbinol

1.2.2.3-tetramethyl-cyclopentylcarbinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / H2 / 5percent Pd-C / ethyl acetate / 10 h
2: thionyl chloride / CHCl3 / Ambient temperature
View Scheme
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / H2 / platinum / ethanol
2: thionyl chloride / benzene
View Scheme
Multi-step reaction with 2 steps
1: 5% Pd(OH)2/C; hydrogen / ethyl acetate / 22 h / 20 °C / 5171.62 Torr
2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C
View Scheme
2-methylpropyl 3-phenypropionate
28048-94-4

2-methylpropyl 3-phenypropionate

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 3 N aq. NaOH / ethanol / 12 h / Ambient temperature
2: dicyclohexylcarbodiimide / CH2Cl2
3: 1.) hexamethyldisilazane, 1.6 M n-BuLi, 2.) CS2, 3.) PhSeO2H / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h
4: oxalyl chloride, DMF / benzene / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 3 N aq. NaOH / ethanol / 12 h / Ambient temperature
2: oxalyl chloride, DMF / benzene / Ambient temperature
View Scheme
3-phenyl-N-(pyridin-3-yl)propanamide
119520-49-9

3-phenyl-N-(pyridin-3-yl)propanamide

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) hexamethyldisilazane, 1.6 M n-BuLi, 2.) CS2, 3.) PhSeO2H / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h
2: oxalyl chloride, DMF / benzene / Ambient temperature
View Scheme
N-(4-nitrophenyl)-3-phenylpropionamide
119520-57-9

N-(4-nitrophenyl)-3-phenylpropionamide

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) phosgene, 2.) pyridine / 1.) CH2Cl2, 0 deg C, 2.) CH2Cl2, rt, 30 min, 3.) CH2Cl2, 3 h
2: 3 N aq. NaOH / ethanol / 12 h / Ambient temperature
3: oxalyl chloride, DMF / benzene / Ambient temperature
View Scheme
3-Phenyl-N-pyridin-3-yl-thiopropionimidic acid pyridin-2-yl ester
119541-41-2

3-Phenyl-N-pyridin-3-yl-thiopropionimidic acid pyridin-2-yl ester

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / water / dioxane / 12 h / Ambient temperature
2: 1.) hexamethyldisilazane, 1.6 M n-BuLi, 2.) CS2, 3.) PhSeO2H / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h
3: oxalyl chloride, DMF / benzene / Ambient temperature
View Scheme
Cinnamic acid
621-82-9

Cinnamic acid

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; palladium 10% on activated carbon / ethanol / 5 h / 20 °C / Inert atmosphere
2: oxalyl dichloride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; palladium on activated charcoal
2: oxalyl dichloride / Inert atmosphere
View Scheme
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Inert atmosphere; Irradiation;
hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

1-diazo-4-phenyl-2-butanone
10290-42-3

1-diazo-4-phenyl-2-butanone

Conditions
ConditionsYield
In diethyl ether 1.) ice-salt bath, 1 h, 2.) ice-salt bath -> room temperature, 1 h;100%
With potassium hydroxide; ethoxyethoxyethanol; N-methyl-N-nitrosotoluene-p-sulfonamide In tetrahydrofuran; diethyl ether; water at 55℃;100%
for 4h; Ambient temperature;93%
diethylamine
109-89-7

diethylamine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N,N-diethyl-3-phenylpropanamide
18859-19-3

N,N-diethyl-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;96%
dimethyl amine
124-40-3

dimethyl amine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N,N-dimethyl-3-phenylpropanamide
5830-31-9

N,N-dimethyl-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;100%
With triethylamine In diethyl ether93%
With triethylamine In diethyl ether Inert atmosphere;93%
1-amino-2-propene
107-11-9

1-amino-2-propene

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(prop-2-enyl)-3-phenylpropanamide
133055-17-1

N-(prop-2-enyl)-3-phenylpropanamide

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 24h; Inert atmosphere;100%
hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

(S)-5,5-Di(4'-tolyl)-4-isopropyl-1,3-oxazolidin-2-one
213887-79-7

(S)-5,5-Di(4'-tolyl)-4-isopropyl-1,3-oxazolidin-2-one

(S)-5,5-Di(4'-tolyl)-4-isopropyl-3-(1'-oxo-3'-phenylpropyl)-1,3-oxazolidin-2-one
213887-83-3

(S)-5,5-Di(4'-tolyl)-4-isopropyl-3-(1'-oxo-3'-phenylpropyl)-1,3-oxazolidin-2-one

Conditions
ConditionsYield
With dmap; triethylamine100%
With dmap; triethylamine In dichloromethane at 20℃; for 5h;100%
hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

dibenzylamine
103-49-1

dibenzylamine

(N,N)-dibenzyl-3-phenylpropanamide
180747-56-2

(N,N)-dibenzyl-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;100%
With triethylamine In dichloromethane at 20℃; Inert atmosphere;90%
With triethylamine In dichloromethane at 0 - 23℃; for 16h; Inert atmosphere;80%
With triethylamine In dichloromethane at 20℃; for 0.333333h;62%
With triethylamine In dichloromethane at 23℃; for 1h;
β-naphthol
135-19-3

β-naphthol

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

naphthalen-2-yl 3-phenylpropanoate
94305-35-8

naphthalen-2-yl 3-phenylpropanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
461699-81-0

2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-[2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-phenylpropanamide

N-[2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 23h;100%
With triethylamine In dichloromethane for 23h;100%
pyrrolidine
123-75-1

pyrrolidine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

3-phenyl-1-pyrrolidin-1-yl-propane-1-one
151647-54-0

3-phenyl-1-pyrrolidin-1-yl-propane-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;99%
In dichloromethane at 0 - 20℃; Inert atmosphere;78%
With triethylamine In dichloromethane at 20℃; for 12h;
at 0 - 20℃; for 20h; Alkaline conditions;
methyl pyrrolidine-2-carboxylate hydrochloride
2133-40-6, 65365-28-8, 79397-50-5

methyl pyrrolidine-2-carboxylate hydrochloride

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

methyl 1-(3-phenylpropanoyl)pyrrolidine-2-carboxylate
946438-16-0

methyl 1-(3-phenylpropanoyl)pyrrolidine-2-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

phenol
108-95-2

phenol

phenyl 3-phenylpropanoate
726-26-1

phenyl 3-phenylpropanoate

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;99%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;85%
2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(2,2-dimethoxyethyl)-3-phenylpropanamide
133950-89-7

N-(2,2-dimethoxyethyl)-3-phenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide; ethyl acetate at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;99%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;86%
In dichloromethane at 5 - 20℃;
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-hydroxy-N-methyl-3-phenylpropanamide
111750-23-3

N-hydroxy-N-methyl-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;99%
With triethylamine In dichloromethane for 1h; Ambient temperature;88%
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃; Inert atmosphere;75%
(3aS,7aS)-hexahydrobenzo[d]oxazol-2(3H)-one
189942-51-6

(3aS,7aS)-hexahydrobenzo[d]oxazol-2(3H)-one

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

(3aS,7aS)-3-(3-phenylpropanoyl)hexahydrobenzo[d]oxazol-2(3H)-one

(3aS,7aS)-3-(3-phenylpropanoyl)hexahydrobenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
Stage #1: (4S,5S)-trans-hexahydrobenzoxazolidin-2-one With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: hydrocinnamic acid chloride In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
99%
(3aR,7aS)-hexahydrobenzo[d]oxazol-2(3H)-one
189942-50-5

(3aR,7aS)-hexahydrobenzo[d]oxazol-2(3H)-one

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

(4R,5S)-(N-hydrocinnamoyl)hexahydrobenzoxazolidin-2-one

(4R,5S)-(N-hydrocinnamoyl)hexahydrobenzoxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (3aR,7aS)-hexahydrobenzo[d]oxazol-2(3H)-one With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: hydrocinnamic acid chloride In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
99%
(3aS,7aR)-3a,4,5,6,7,7a-hexahydrobenzoxazolin-2-one
21651-79-6

(3aS,7aR)-3a,4,5,6,7,7a-hexahydrobenzoxazolin-2-one

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

(4S,5R)-(N-hydrocinnamoyl)hexahydrobenzoxazolidin-2-one

(4S,5R)-(N-hydrocinnamoyl)hexahydrobenzoxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (3aS,7aR)-3a,4,5,6,7,7a-hexahydrobenzoxazolin-2-one With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: hydrocinnamic acid chloride In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
99%
N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-methoxy-N-methyl-3-phenylpropionamide
170646-96-5

N-methoxy-N-methyl-3-phenylpropionamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;99%
With pyridine In dichloromethane at 0 - 20℃;93%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide; ethyl acetate at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;91%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

furan-2-ylmethyl 3-phenylpropanoate

furan-2-ylmethyl 3-phenylpropanoate

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;99%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide; ethyl acetate at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;97%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(3-phenylpropanoyl)-(S)-1-phenylethylamine
200803-30-1

N-(3-phenylpropanoyl)-(S)-1-phenylethylamine

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;99%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;75%
tert-butylamine
75-64-9

tert-butylamine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-tert-butyl-3-phenylpropionamide
58680-45-8

N-tert-butyl-3-phenylpropionamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 25℃; for 2h;99%
With triethylamine In diethyl ether86%
With triethylamine In diethyl ether Inert atmosphere;86%
2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

2,4-dichlorophenyl 3-phenylpropanoate
40123-46-4

2,4-dichlorophenyl 3-phenylpropanoate

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;99%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(2,4-dichlorophenyl)-3-phenylpropanamide

N-(2,4-dichlorophenyl)-3-phenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;99%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

2,5-dioxopyrrolidin-1-yl 3-phenylpropanoate
109318-10-7

2,5-dioxopyrrolidin-1-yl 3-phenylpropanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;99%
C15H16N4O2

C15H16N4O2

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

C24H24N4O3

C24H24N4O3

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 3h;99%
2-(Methylthio)aniline
2987-53-3

2-(Methylthio)aniline

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(hydrocinnamoyl)-2-methylthioaniline
708222-26-8

N-(hydrocinnamoyl)-2-methylthioaniline

Conditions
ConditionsYield
With triethylamine In dichloromethane99%
1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-hydroxyethyl]-4-(acetoxy)-azetidin-2-one
1197421-92-3

1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-hydroxyethyl]-4-(acetoxy)-azetidin-2-one

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-(3-phenylpropanoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
1197421-94-5

1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-(3-phenylpropanoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 15h; Inert atmosphere;99%
C22H22O4

C22H22O4

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

C31H30O5

C31H30O5

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; Molecular sieve;99%
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(3,4-dimethoxyphenethyl)-3-phenylpropanamide
2878-60-6

N-(3,4-dimethoxyphenethyl)-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;99%
With triethylamine In tetrahydrofuran at 0 - 20℃;93%
With sodium hydroxide In dichloromethane; water at 0℃; for 0.166667h;1920 mg
5-(benzyloxy)-3,4,6-trimethylpyridine-2-amine
1444335-07-2

5-(benzyloxy)-3,4,6-trimethylpyridine-2-amine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-[5-(benzyloxy)-3,4,6-trimethylpyridin-2-yl]-3-phenylpropanamide
1616249-57-0

N-[5-(benzyloxy)-3,4,6-trimethylpyridin-2-yl]-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;99%
With triethylamine In dichloromethane at 20℃; for 8h;99%
With triethylamine In dichloromethane at 20℃; for 8h;99%
With triethylamine In dichloromethane at 20℃;99%

645-45-4Relevant articles and documents

THERANOSTIC COMPOUNDS

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Page/Page column 8, (2022/02/22)

This invention relates to a hydroxamate metalloprotease inhibitor compound for use in a method of diagnosing or treating cancer, inflammatory diseases or Alzheimer's disease. The compound comprises a zinc-chelating N-hydroxamate moiety radiolabeled with a radionuclide. Radiolabeled compounds of the invention may be used in targeted radionuclide therapy wherein a patient is treated with a compound of the invention comprising a diagnostic radionuclide to identify the presence of a cancer or disease, followed by treatment with a compound of the invention comprising a therapeutic radionuclide to treat said cancer or disease.

2-Imidazole as a Substitute for the Electrophilic Group Gives Highly Potent Prolyl Oligopeptidase Inhibitors

Arja, Khaled,Auno, Samuli,Dillemuth, Pyry M. J.,Kilpel?inen, Tommi P.,Lahtela-Kakkonen, Maija K.,My?h?nen, Timo T.,P?tsi, Henri T.,Wallén, Erik A. A.

supporting information, p. 1578 - 1584 (2021/10/04)

Different five-membered nitrogen-containing heteroaromatics in the position of the typical electrophilic group in prolyl oligopeptidase (PREP) inhibitors were investigated and compared to tetrazole. The 2-imidazoles were highly potent inhibitors of the pr

Nickel-Catalyzed Alkyl-Alkyl Cross-Electrophile Coupling Reaction of 1,3-Dimesylates for the Synthesis of Alkylcyclopropanes

Chen, Pan-Pan,Hong, Xin,Jarvo, Elizabeth R.,McGinnis, Tristan M.,Sanford, Amberly B.,Thane, Taylor A.

supporting information, (2020/03/23)

Cross-electrophile coupling reactions of two Csp3-X bonds remain challenging. Herein we report an intramolecular nickel-catalyzed cross-electrophile coupling reaction of 1,3-diol derivatives. Notably, this transformation is utilized to synthesize a range of mono- and 1,2-disubstituted alkylcyclopropanes, including those derived from terpenes, steroids, and aldol products. Additionally, enantioenriched cyclopropanes are synthesized from the products of proline-catalyzed and Evans aldol reactions. A procedure for direct transformation of 1,3-diols to cyclopropanes is also described. Calculations and experimental data are consistent with a nickel-catalyzed mechanism that begins with stereoablative oxidative addition at the secondary center.

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