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7345-79-1 Usage

Chemical Properties

White to yellow solid

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 4078, 1979 DOI: 10.1021/jo01337a012

Check Digit Verification of cas no

The CAS Registry Mumber 7345-79-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,3,4 and 5 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 7345-79:
(6*7)+(5*3)+(4*4)+(3*5)+(2*7)+(1*9)=111
111 % 10 = 1
So 7345-79-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H7BrO2/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6H,(H,11,12)/b6-5+

7345-79-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A11381)  trans-2-Bromocinnamic acid, 98+%   

  • 7345-79-1

  • 5g

  • 501.0CNY

  • Detail
  • Alfa Aesar

  • (A11381)  trans-2-Bromocinnamic acid, 98+%   

  • 7345-79-1

  • 25g

  • 2029.0CNY

  • Detail
  • Alfa Aesar

  • (A11381)  trans-2-Bromocinnamic acid, 98+%   

  • 7345-79-1

  • 100g

  • 6613.0CNY

  • Detail

7345-79-1SDS

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 2-Bromocinnamic Acid

1.2 Other means of identification

Product number -
Other names 2-Propenoic acid, 3-(2-bromophenyl)-, (E)-

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:7345-79-1 SDS

7345-79-1Synthetic route

malonic acid
141-82-2

malonic acid

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-amino propanoic acid In ethanol at 20℃; Knoevenagel-Doebner reaction; stereoselective reaction;97%
With piperazine for 0.0666667h; Knoevenagel condensation; microwave irradiation;90%
With piperidine at 85℃; for 6h; Ionic liquid;83%
5-[(2-bromophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione
15795-61-6

5-[(2-bromophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; water In nitromethane for 0.05 - 0.0833333h; Sealed tube; Microwave irradiation; stereoselective reaction;90%
sodium; (2-bromo-phenyl)-hydroxy-methanesulfonate

sodium; (2-bromo-phenyl)-hydroxy-methanesulfonate

malonic acid
141-82-2

malonic acid

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With piperazine In ethylene glycol for 0.1h; Knoevenagel condensation; microwave irradiation;89%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With triethylamine; di-(3-methylphenyl)phosphinopolystyrene palladium catalyst In acetonitrile at 80℃; for 20h; Heck cross-coupling reaction;85%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

acrylic acid
79-10-7

acrylic acid

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With triethylamine; palladium diacetate In various solvent(s) for 1.5h; Heating;76%
With palladium diacetate; triethylamine
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid; acetic anhydride; acetic acid at 5 - 10℃; man erhitzt das Reaktions-Produkt mit Acetanhydrid und Natriumacetat auf 165-190grad;
(2-bromo-benzylidene)-malonic acid
121263-08-9

(2-bromo-benzylidene)-malonic acid

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

(2-bromophenyl)methylene diacetate
60229-71-2

(2-bromophenyl)methylene diacetate

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With sodium acetate at 175 - 185℃;
acetic anhydride
108-24-7

acetic anhydride

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With sodium acetate
2-bromoaniline
615-36-1

2-bromoaniline

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Eintragen in ein Gemisch von Maleinsaeure (oder Acrylsaeure), Kupfer(II)-chlorid, Natriumacetat und Wasser;
Multi-step reaction with 2 steps
1: (i) NaCN, aq. H2SO4, (ii) aq. KI, I2
2: Et3N, Pd(OAc)2
View Scheme
chloroacetic acid
79-11-8

chloroacetic acid

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With sodium methylate; Dimethyl phosphite 1.) methanol, reflux, 2 h, 2.) 45 min; Multistep reaction;
2,3-Dibromo-3-(2-bromo-phenyl)-propionic acid

2,3-Dibromo-3-(2-bromo-phenyl)-propionic acid

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With sodium iodide In N,N-dimethyl-formamide at 29.9℃; Kinetics; Thermodynamic data; Mechanism; effect of temperature; ΔH(excit.), ΔS(excit), ΔG(excit.);
trans-2-bromocinnamaldehyde
66223-53-8, 138555-58-5

trans-2-bromocinnamaldehyde

air

air

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
Oxydation;
2-bromostyrene
2039-88-5

2-bromostyrene

CH2=CHC(O)O-Wang resin

CH2=CHC(O)O-Wang resin

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
Stage #1: 2-bromostyrene; CH2=CHC(O)O-Wang resin; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium In dichloromethane for 20h; Heating;
Stage #2: With trifluoroacetic acid In dichloromethane for 1h; Further stages.;
C10H8BrO2Pol

C10H8BrO2Pol

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 1h; solid phase reaction;
ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 2 h / 75 °C
2: iron(III) chloride hexahydrate; water / nitromethane / 0.05 - 0.08 h / Sealed tube; Microwave irradiation
View Scheme
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 60 °C
2: sodium hydroxide / ethanol; water / 60 °C
View Scheme
ethyl (2E)-3-(2-bromophenyl)prop-2-enoate
91047-77-7

ethyl (2E)-3-(2-bromophenyl)prop-2-enoate

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 60℃;
ethanol
64-17-5

ethanol

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

ethyl (2E)-3-(2-bromophenyl)prop-2-enoate
91047-77-7

ethyl (2E)-3-(2-bromophenyl)prop-2-enoate

Conditions
ConditionsYield
With sulfuric acid In water at 82℃; for 24h; Reagent/catalyst;98%
With sulfuric acid for 3h; Reflux; Inert atmosphere;
With toluene-4-sulfonic acid for 3h; Reflux;
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

2,3-dibromo-3-(2-bromophenyl)propionic acid
119450-03-2

2,3-dibromo-3-(2-bromophenyl)propionic acid

Conditions
ConditionsYield
With bromine In tetrachloromethane for 2h; Bromination; Heating;95%
With chloroform; bromine
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

acetic acid
64-19-7

acetic acid

C10H9Br3O2

C10H9Br3O2

Conditions
ConditionsYield
With N-Bromosuccinimide; N,N,N',N'-tetramethylguanidine Reflux;95%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

3-(2-bromophenyl)propionic acid
15115-58-9

3-(2-bromophenyl)propionic acid

Conditions
ConditionsYield
With Wilkinson's catalyst; hydrogen In ethanol at 25℃; under 2585.7 Torr; for 45h;94%
With hydrogenchloride; amalgamated zinc
With sodium hydroxide; sodium amalgam
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

α-2,4-bis(2-bromophenyl)cyclobutane-1,3-dicarboxylic acid

α-2,4-bis(2-bromophenyl)cyclobutane-1,3-dicarboxylic acid

Conditions
ConditionsYield
for 120h; UV-irradiation;91%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid hydrazide
98953-13-0

2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid hydrazide

C18H13BrN2O3
1432346-65-0

C18H13BrN2O3

Conditions
ConditionsYield
With trichlorophosphate at 110℃; for 5h;90%
2-(m-tolyl)pyridine
4373-61-9

2-(m-tolyl)pyridine

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

(E)-2-(2-(2-bromostyryl)-5-methylphenyl)pyridine

(E)-2-(2-(2-bromostyryl)-5-methylphenyl)pyridine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; 2,2-dimethylpropanoic anhydride In toluene at 140℃; for 12h; Inert atmosphere;90%
7-azaindoline
10592-27-5

7-azaindoline

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

(E)-3-(2-bromophenyl)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)prop-2-en-1-one

(E)-3-(2-bromophenyl)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;89%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

(E)-N-(2-aminophenyl)-3-(2-bromophenyl)acrylamide
1476043-75-0

(E)-N-(2-aminophenyl)-3-(2-bromophenyl)acrylamide

Conditions
ConditionsYield
With 1H-imidazole; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 4h;85%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

buta-1,3-diene
106-99-0

buta-1,3-diene

(1R/S,6R/S)-6-(2-bromophenyl)cyclohex-3-ene-1-carboxylic acid

(1R/S,6R/S)-6-(2-bromophenyl)cyclohex-3-ene-1-carboxylic acid

Conditions
ConditionsYield
With hydroquinone In toluene at 200℃; for 24h; Diels-Alder addition;82%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

diethylamine
109-89-7

diethylamine

(E)-3-(2-bromophenyl)-N,N-diethylacrylamide

(E)-3-(2-bromophenyl)-N,N-diethylacrylamide

Conditions
ConditionsYield
Stage #1: 2-bromocinnamic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3.5h;
Stage #2: diethylamine With triethylamine In dichloromethane at 20℃;
82%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

3-(2,4,5-trimethoxyphenyl)-(2E)-2-propen-1-ol
1392497-89-0

3-(2,4,5-trimethoxyphenyl)-(2E)-2-propen-1-ol

(E)-3-(2,4,5-trimethoxyphenyl)allyl (E)-3-(2-bromophenyl)acrylate

(E)-3-(2,4,5-trimethoxyphenyl)allyl (E)-3-(2-bromophenyl)acrylate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;79.3%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

3-(1-methyl-1H-indol-3-yl)-3-oxopropanenitrile
343778-74-5

3-(1-methyl-1H-indol-3-yl)-3-oxopropanenitrile

5-(2-bromophenyl)-2-(1-methyl-1H-indol-3-yl)furan-3-carbonitrile

5-(2-bromophenyl)-2-(1-methyl-1H-indol-3-yl)furan-3-carbonitrile

Conditions
ConditionsYield
With di-tert-butyl peroxide; copper diacetate In dimethyl sulfoxide at 90℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;74%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

melampomagnolide B
93930-15-5

melampomagnolide B

((1aR,7aS,10aS,10bS,E)-1a-methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-5-yl)methyl (E)-3-(2-bromophenyl)acrylate

((1aR,7aS,10aS,10bS,E)-1a-methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-5-yl)methyl (E)-3-(2-bromophenyl)acrylate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere;72%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

1-(benzyloxy)-2-ethenylbenzene
67191-36-0

1-(benzyloxy)-2-ethenylbenzene

(E)-3-{2-[(E)-2-(2-Benzyloxy-phenyl)-vinyl]-phenyl}-acrylic acid

(E)-3-{2-[(E)-2-(2-Benzyloxy-phenyl)-vinyl]-phenyl}-acrylic acid

Conditions
ConditionsYield
With palladium diacetate; lithium acetate; lithium chloride; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 100℃; for 16h; Heck reaction;67%
Thiram
137-26-8

Thiram

2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

(E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide
952340-28-2

(E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 100℃; for 48h; Sealed tube;67%
In 1,2-dichloro-ethane at 90 - 100℃; Schlenk technique;57%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

N-(4-methylphenylazo)pyrrolidine
36651-88-4

N-(4-methylphenylazo)pyrrolidine

(E)-1-bromo-2-(4-methylstyryl)benzene

(E)-1-bromo-2-(4-methylstyryl)benzene

Conditions
ConditionsYield
With 3-methylimidazolinium hydrogensulfate; copper(II) acetate monohydrate at 70℃; for 24h; stereoselective reaction;66%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

(E)-3-(2-Bromo-phenyl)-acryloyl azide
1026708-78-0

(E)-3-(2-Bromo-phenyl)-acryloyl azide

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene at 20℃; Inert atmosphere;62%
Multi-step reaction with 2 steps
1: Et3N / acetone / 0.5 h / 0 °C
2: NaN3 / acetone; H2O
View Scheme
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

(E)-1-bromo-2-(2-(phenylsulfonyl)vinyl)benzene
1140633-11-9

(E)-1-bromo-2-(2-(phenylsulfonyl)vinyl)benzene

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In N,N-dimethyl-formamide at 100℃; for 0.166667h;61%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

(E)-1-bromo-2-(2-thiocyanatovinyl)benzene

(E)-1-bromo-2-(2-thiocyanatovinyl)benzene

Conditions
ConditionsYield
With ammonium acetate; sodium perchlorate; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 9h; Electrolysis; Green chemistry;61%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(E)-3-(2-bromophenyl)acrylic(isopropylcarbonic)anhydride

(E)-3-(2-bromophenyl)acrylic(isopropylcarbonic)anhydride

Conditions
ConditionsYield
Stage #1: 2-bromocinnamic acid With triethylamine In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: isopropyl chloroformate In tetrahydrofuran; toluene at 0 - 20℃; for 1.66667h; Inert atmosphere;
58%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

1-(4-fluorophenylmethyl)piperazine
70931-28-1

1-(4-fluorophenylmethyl)piperazine

(E)-1-[4-(4-fluorobenzyl)piperazin-1-yl]-3-(2-bromophenyl)-propenone

(E)-1-[4-(4-fluorobenzyl)piperazin-1-yl]-3-(2-bromophenyl)-propenone

Conditions
ConditionsYield
With benzotriazol-1-ol In dichloromethane at 20℃;57%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

N-methylaniline
100-61-8

N-methylaniline

(E)-3-(2-bromophenyl)-N-methyl-N-phenylacrylamide
1439401-65-6

(E)-3-(2-bromophenyl)-N-methyl-N-phenylacrylamide

Conditions
ConditionsYield
Stage #1: 2-bromocinnamic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3.5h;
Stage #2: N-methylaniline With triethylamine In dichloromethane at 20℃;
57%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

Langlois reagent
2926-29-6

Langlois reagent

(E)-1-bromo-2-(3,3,3-trifluoroprop-1-en-1-yl)benzene
1351395-57-7

(E)-1-bromo-2-(3,3,3-trifluoroprop-1-en-1-yl)benzene

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol; lithium perchlorate In 1,2-dimethoxyethane; water at 20℃; for 9h; Electrochemical reaction; Green chemistry; stereoselective reaction;54%
2-bromocinnamic acid
7345-79-1

2-bromocinnamic acid

dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate
1384480-00-5

dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate

C36H27BrO6

C36H27BrO6

Conditions
ConditionsYield
at 100℃; for 24h;52.9%

7345-79-1Relevant articles and documents

Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling

Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong

, p. 16204 - 16212 (2021/10/25)

An electrochemical hydropyridylation of thioester-activated alkenes with 4-cyanopyridines has been developed. The reactions experience a tandem electroreduction of both substrates on the cathode surface, protonation, and radical cross-coupling process, resulting in a variety of valuable pyridine variants, which contain a tertiary and even a quaternary carbon at the α-position of pyridines, in high yields. The employment of thioesters to the conjugated alkenes enables no requirement of catalyst and high temperature, representing a highly sustainable synthetic method.

Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation

Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei

supporting information, p. 5905 - 5908 (2021/06/18)

A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.

Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines

Wang, Guojin,Tang, Yu,Zhang, Yu,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming

supporting information, p. 554 - 557 (2017/01/18)

An enantioselective sulfa-Michael-cyclization reaction was developed for the synthesis of 1,5-benzothiazepines with versatile pharmacological activities. The reaction between 2-aminothiophenol and α,β-unsaturated pyrazoleamides gave direct access to N?H-free 1,5-benzothiazepines in the presence of a chiral N,N′-dioxide/Yb(OTf)3complex. Excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 %) were obtained for a broad range of substrates under mild reaction conditions. This method provided a facile approach to the antidepressant drug (R)-(?)-Thiazesim.

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