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626-34-6 Usage

Uses

Ethyl 3-aminocrotonate, is used as an intermediate in organic synthesis. It is also used as an active ingredient in pharmaceutical synthesis and feed auxiliary agent. It is also used as an active pharmaceutical intermediate.

Check Digit Verification of cas no

The CAS Registry Mumber 626-34-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 6 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 626-34:
(5*6)+(4*2)+(3*6)+(2*3)+(1*4)=66
66 % 10 = 6
So 626-34-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO2/c1-3-9-6(8)4-5(2)7/h4H,3,7H2,1-2H3/b5-4-

626-34-6 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (A12991)  Ethyl 3-aminocrotonate, 98+%   

  • 626-34-6

  • 25g

  • 172.0CNY

  • Detail
  • Alfa Aesar

  • (A12991)  Ethyl 3-aminocrotonate, 98+%   

  • 626-34-6

  • 100g

  • 284.0CNY

  • Detail
  • Alfa Aesar

  • (A12991)  Ethyl 3-aminocrotonate, 98+%   

  • 626-34-6

  • 500g

  • 944.0CNY

  • Detail

626-34-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl 3-Aminocrotonate

1.2 Other means of identification

Product number -
Other names ETHYL 3-AMINOCROTONATE

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:626-34-6 SDS

626-34-6Synthetic route

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
With ammonium carbamate In methanol at 20℃; for 1.5h;100%
With ammonia; silica gel at 20℃; for 4h;99%
With ammonium hydroxide; montmorillonite K-10 for 24h; Ambient temperature;90%
2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester
115479-07-7

2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester

A

tridecafluoroheptamide
2358-22-7

tridecafluoroheptamide

B

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
With ammonia In water at -20 - 20℃; for 3h;A 95%
B n/a
2-Acetyl-4,4,5,5-tetrafluoro-3-oxo-pentanoic acid ethyl ester
116206-91-8

2-Acetyl-4,4,5,5-tetrafluoro-3-oxo-pentanoic acid ethyl ester

A

3-hydro-2,2,3,3-tetrafluoropropionamide
2069-86-5

3-hydro-2,2,3,3-tetrafluoropropionamide

B

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
With ammonia In water at -20 - 20℃; for 3h;A 83%
B n/a
ethyl acetoacetate
141-97-9

ethyl acetoacetate

methylamine
74-89-5

methylamine

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
at 20℃;76%
ethyl bromoacetate
105-36-2

ethyl bromoacetate

acetonitrile
75-05-8

acetonitrile

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
With zinc(II) oxide; zinc In tetrahydrofuran for 2h; Irradiation; sonochemical reaction;67%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
1149-23-1

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

B

2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester
1149-24-2

2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester

C

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
With ammonium acetate at 115℃; for 10h; Sealed tube;A 17%
B 12%
C 50%
ethyl aminocrotonate
626-34-6, 7318-00-5, 41867-20-3

ethyl aminocrotonate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Conditions
ConditionsYield
With ammonium acetate In ethanol at 20℃; for 60h; Inert atmosphere; Schlenk technique;
1-(4-methylphenyl)prop-2-yn-1-one
14377-18-5

1-(4-methylphenyl)prop-2-yn-1-one

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

ethyl 2-methyl-6-(4-tolyl)pyridine-3-carboxylate
271597-75-2

ethyl 2-methyl-6-(4-tolyl)pyridine-3-carboxylate

Conditions
ConditionsYield
Stage #1: 1-(4-methylphenyl)prop-2-yn-1-one; ethyl 3-aminobut-2-enoate In ethanol at 50℃; Addition;
Stage #2: at 125℃; for 1h; Cyclization; Further stages.;
100%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

phenyl propargyl ketone
3623-15-2

phenyl propargyl ketone

ethyl 2-methyl-6-phenylnicotinate
1702-14-3

ethyl 2-methyl-6-phenylnicotinate

Conditions
ConditionsYield
In acetic acid; toluene at 170℃; for 0.166667h; Product distribution; Further Variations:; Solvents; microwave irradiation; Bohlmann-Rahtz synthesis;98%
methyl 3,3,3-trifluoropyruvate
13089-11-7

methyl 3,3,3-trifluoropyruvate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

1-ethyl 6-methyl 3-amino-5-hydroxy-5-(trifluoromethyl)-2-hexendicarboxylate

1-ethyl 6-methyl 3-amino-5-hydroxy-5-(trifluoromethyl)-2-hexendicarboxylate

Conditions
ConditionsYield
at 20℃; for 2h; Neat (no solvent);98%
methyl 3,3,3-trifluoropyruvate
13089-11-7

methyl 3,3,3-trifluoropyruvate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

ethyl [4-hydroxy-5-oxo-4-(trifluoromethyl)pyrrolidin-2-ylidene]acetate
1225583-56-1

ethyl [4-hydroxy-5-oxo-4-(trifluoromethyl)pyrrolidin-2-ylidene]acetate

Conditions
ConditionsYield
at 20℃; for 2h; Neat (no solvent);98%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

1-(2-thiazolyl)propynone
271597-73-0

1-(2-thiazolyl)propynone

ethyl 2-methyl-6-(thiazol-2-yl)pyridine-3-carboxylate

ethyl 2-methyl-6-(thiazol-2-yl)pyridine-3-carboxylate

Conditions
ConditionsYield
Stage #1: ethyl 3-aminobut-2-enoate; 1-(2-thiazolyl)propynone In ethanol at 50℃; Addition;
Stage #2: at 125℃; for 1h; Cyclization; Further stages.;
97%
ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate
3556-76-1, 124413-92-9, 53256-22-7

ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

3,4-diethoxycarbonyl-2-methyl-1,5-diphenylpyrrole

3,4-diethoxycarbonyl-2-methyl-1,5-diphenylpyrrole

Conditions
ConditionsYield
With tetrabutylammonium hexanitratocerate(IV) In chloroform96%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal
140397-46-2

(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal

diethyl 4-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
421554-00-9

diethyl 4-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate

Conditions
ConditionsYield
With ytterbium(III) triflate In tetrahydrofuran at 90℃; for 12h; Hantzsch cyclocondensation;95%
maleic anhydride
108-31-6

maleic anhydride

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

2-(4-(ethoxycarbonyl)-5-methyl-2-oxo-2,3-dihydro-1H-pyrrol-3-yl)acetic acid
54585-20-5

2-(4-(ethoxycarbonyl)-5-methyl-2-oxo-2,3-dihydro-1H-pyrrol-3-yl)acetic acid

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.5h;95%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

2,3-dichlorobenzylaldehyde
6334-18-5

2,3-dichlorobenzylaldehyde

ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
72509-76-3

ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions
ConditionsYield
Stage #1: ethyl 3-aminobut-2-enoate; acetoacetic acid methyl ester; 2,3-dichlorobenzylaldehyde With piperidine; pyridine In neat (no solvent) at 75 - 80℃; for 9h;
Stage #2: With ethanol for 1h; Reagent/catalyst; Solvent; Reflux;
94.3%
4-hydroxy-6-methylquinolin-2(1H)-one
1677-44-7

4-hydroxy-6-methylquinolin-2(1H)-one

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

4,9-Dimethyl-6H-pyrano[3,2-c]quinoline-2,5-dione
79359-45-8

4,9-Dimethyl-6H-pyrano[3,2-c]quinoline-2,5-dione

Conditions
ConditionsYield
In nitrobenzene at 200℃; for 1h;94%
3-hexyn-2-one
1679-36-3

3-hexyn-2-one

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

Ethyl 2,6-dimethyl-4-ethylpyridine-3-carboxylate

Ethyl 2,6-dimethyl-4-ethylpyridine-3-carboxylate

Conditions
ConditionsYield
In dimethyl sulfoxide at 170℃; for 0.333333h; Bohlmann-Rahtz reaction; microwave irradiation;94%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

(Z)-ethyl 3-((4-bromophenyl)amino)-3-phenylacrylate
66283-07-6

(Z)-ethyl 3-((4-bromophenyl)amino)-3-phenylacrylate

1-(p-bromophenyl)-3,4-diethoxycarbonyl-2-methyl-5-phenylpyrrole

1-(p-bromophenyl)-3,4-diethoxycarbonyl-2-methyl-5-phenylpyrrole

Conditions
ConditionsYield
With tetrabutylammonium hexanitratocerate(IV) In chloroform94%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

(2E,4Z)-5-ethyl 1-methyl 4-(1-aminoethylidene)pent-2-enedioate
53256-25-0

(2E,4Z)-5-ethyl 1-methyl 4-(1-aminoethylidene)pent-2-enedioate

Conditions
ConditionsYield
at 110℃; for 10h;93%
at 108℃; for 3h; Inert atmosphere; Neat (no solvent);72%
In benzene
In toluene for 36h; Reflux; Inert atmosphere;
In toluene for 16h; Inert atmosphere; Reflux;
ethyl (Z)-3-amino-3-phenylacrylate
53256-19-2

ethyl (Z)-3-amino-3-phenylacrylate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

diethyl 2-methyl-5-phenyl-1H-pyrrole-3,4-dicarboxylate
69640-22-8

diethyl 2-methyl-5-phenyl-1H-pyrrole-3,4-dicarboxylate

Conditions
ConditionsYield
With tetrabutylammonium hexanitratocerate(IV) In acetonitrile at 20℃; for 1h;92%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

(Z)-ethyl 3-((4-chlorophenyl)amino)-3-phenylacrylate
86397-94-6

(Z)-ethyl 3-((4-chlorophenyl)amino)-3-phenylacrylate

1-(p-chlorophenyl)-3,4-diethoxycarbonyl-2-methyl-5-phenylpyrrole

1-(p-chlorophenyl)-3,4-diethoxycarbonyl-2-methyl-5-phenylpyrrole

Conditions
ConditionsYield
With tetrabutylammonium hexanitratocerate(IV) In methanol at 20℃;92%
4-hydroxy-1-methyl-2(1H)-quinolone
1677-46-9

4-hydroxy-1-methyl-2(1H)-quinolone

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

4,6-dimethyl-5,6-dihydro-2H-pyrano[3,2-c]quinoline-2,5-dione
79359-49-2

4,6-dimethyl-5,6-dihydro-2H-pyrano[3,2-c]quinoline-2,5-dione

Conditions
ConditionsYield
In nitrobenzene at 200℃; for 1h;91%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

3-chloro-3-(4-nitrophenyl)-prop-2-en-1-ylidenedimethyliminium perchlorate

3-chloro-3-(4-nitrophenyl)-prop-2-en-1-ylidenedimethyliminium perchlorate

4-[(Z)-2-Chloro-2-(4-nitro-phenyl)-vinyl]-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

4-[(Z)-2-Chloro-2-(4-nitro-phenyl)-vinyl]-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
In acetic acid for 0.25h; Heating;91%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

(Z)-ethyl 4-(3-ethoxy-3-oxo-1-phenylprop-1-enylamino)benzoate

(Z)-ethyl 4-(3-ethoxy-3-oxo-1-phenylprop-1-enylamino)benzoate

3,4-diethoxycarbonyl-1-(p-ethoxycarbonylphenyl)-2-methyl-5-phenylpyrrole

3,4-diethoxycarbonyl-1-(p-ethoxycarbonylphenyl)-2-methyl-5-phenylpyrrole

Conditions
ConditionsYield
With tetrabutylammonium hexanitratocerate(IV) In chloroform91%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose
117136-22-8

3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

(Z)-ethyl 2-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-3-aminobut-2-enoate
1256092-82-6

(Z)-ethyl 2-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-3-aminobut-2-enoate

Conditions
ConditionsYield
at 95℃; for 6h; Michael type addition; neat (no solvent); stereoselective reaction;91%
tetrahydro-1,3-oxazine
14558-49-7

tetrahydro-1,3-oxazine

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
1149-23-1

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions
ConditionsYield
With acetic acid In acetonitrile for 0.1h; Ambient temperature;90%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

5-amino-2,4-dihydro-4-<(phenylamino)methylene>-2-phenyl-3H-pyrazole-3-one
93020-68-9

5-amino-2,4-dihydro-4-<(phenylamino)methylene>-2-phenyl-3H-pyrazole-3-one

3-<<1,5-dihydro-5-oxo-4-<(phenylamino)methylene>-1-phenyl-4H-pyrazole-3-yl>amino>-2-butenoate d'ethyle
107183-70-0

3-<<1,5-dihydro-5-oxo-4-<(phenylamino)methylene>-1-phenyl-4H-pyrazole-3-yl>amino>-2-butenoate d'ethyle

Conditions
ConditionsYield
In acetic acid at 20℃;90%
ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

p-benzoquinone
106-51-4

p-benzoquinone

ethyl 5-hydroxy-2-methylindole-3-carboxylate
7598-91-6

ethyl 5-hydroxy-2-methylindole-3-carboxylate

Conditions
ConditionsYield
With acetic acid at 15 - 40℃; for 2.5h; Nenitzescu indole synthesis;90%
C21H18N2O6

C21H18N2O6

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

C27H27N3O7

C27H27N3O7

Conditions
ConditionsYield
With ammonium acetate In ethanol at 85℃; for 2h;89.2%
2-amino-5,5-dimethyl-3-cyano-4,5-dihydro-7H-thieno<2,3-c>pyran
65413-45-8

2-amino-5,5-dimethyl-3-cyano-4,5-dihydro-7H-thieno<2,3-c>pyran

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

ethyl (2E)-3-[(3-cyano-5,5-dimethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-2-yl)amino]but-2-enoate

ethyl (2E)-3-[(3-cyano-5,5-dimethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-2-yl)amino]but-2-enoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 16h; Reflux;89%
2-chloro-3,4-dihydro-3-oxo-2H-1,4-benzothiazine
55043-49-7

2-chloro-3,4-dihydro-3-oxo-2H-1,4-benzothiazine

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

ethyl 3-amino-2-(3-oxo-3,4-dihydro-2H-1,4-benzothiazin-2-yl)but-2-enoate
1030608-86-6

ethyl 3-amino-2-(3-oxo-3,4-dihydro-2H-1,4-benzothiazin-2-yl)but-2-enoate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 4h; Heating;87%
1,1-Dioxo-5-N-formyl-2,3,4,5-tetrahydro-[1,5]-benzothiazepine-3-one
140217-86-3

1,1-Dioxo-5-N-formyl-2,3,4,5-tetrahydro-[1,5]-benzothiazepine-3-one

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

2,3-dichlorobenzylaldehyde
6334-18-5

2,3-dichlorobenzylaldehyde

Ethyl 4-(2,3-dichlorophenyl)-5,5-dioxo-10-formyl-2-methyl-1,4,10,11-tetrahydropyrido[3,2-b][1,5]-benzothiazepine-3-carboxylate
140217-75-0

Ethyl 4-(2,3-dichlorophenyl)-5,5-dioxo-10-formyl-2-methyl-1,4,10,11-tetrahydropyrido[3,2-b][1,5]-benzothiazepine-3-carboxylate

Conditions
ConditionsYield
In ethanol86%
malonic acid bis-(2,4,6-trichloro-phenyl) ester
15781-70-1

malonic acid bis-(2,4,6-trichloro-phenyl) ester

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

4,6-dihydroxy-2-methyl nicotinic acid ethyl ester
3950-10-5, 70254-48-7, 70254-49-8

4,6-dihydroxy-2-methyl nicotinic acid ethyl ester

Conditions
ConditionsYield
for 0.833333h; Time; Reflux;86%
C15H20O4S

C15H20O4S

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-aminobut-2-enoate
626-34-6

ethyl 3-aminobut-2-enoate

diethyl 2,6-dimethyl-4-(4-((tosyloxy)methyl)cyclohexyl)-1,4-dihydropyridine-3,5-dicarboxylate

diethyl 2,6-dimethyl-4-(4-((tosyloxy)methyl)cyclohexyl)-1,4-dihydropyridine-3,5-dicarboxylate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate In ethylene glycol at 85℃; for 4h; Inert atmosphere;86%

626-34-6Relevant articles and documents

Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method

Hosseininasab, Fatemeh Sadat,Memarian, Hamid Reza

, (2022/01/11)

Various symmetrical and unsymmetrical decahydroacridine-1,8-dione and polyhydroquinoline derivatives were synthesized via two-step cyclocondensation reactions. The advantages of this step-wise addition of reactants in comparison with other one-pot reactions are avoiding the formation of 2 or 3 undesired by-products, therefore allowing cleaner work up of reaction. The important factor of this effective cyclocondensation method is that the prepared β-enaminone component was added dropwise to the solution, in which the Knoevenagel condensation product is slowly being formed by reaction of aldehyde molecule and 1,3-dicarbonyl compounds. The results of the proposed step-wise method are compared and discussed with those obtained in the one-pot reactions.

Tetrasubstituted 1,3-Enynes by Gold-Catalyzed Direct C(sp2)-H Alkynylation of Acceptor-Substituted Enamines

Han, Chunyu,Tian, Xianhai,Zhang, Huili,Rominger, Frank,Hashmi, A. Stephen K.

supporting information, p. 4764 - 4768 (2021/06/30)

A gold-catalyzed synthesis of tetrasubstituted 1,3-enynes from hypervalent iodine(III) reagents and activated alkenes is reported. This reaction involves an in situ formed alkynyl Au(III) species and a subsequent direct C(sp2)-H functionalization of alkenes, offering 26 enynes in 62-92% yield with excellent functional group tolerance.

Chiral diphosphine ligand rhodium complex containing tetra (3, 5-bis (trifluoromethylphenyl) boron anions and preparation method and application thereof

-

Paragraph 0056-0065, (2021/10/27)

The invention relates to a chiral diphosphine ligand rhodium complex containing tetra (3, 5-bis (trifluoromethylphenyl) boron anions and a preparation method and application thereof. Specifically, the high-stability chiral diphosphine ligand rhodium complex containing BArF anions can be obtained by complexing a chiral diphosphine ligand with a rhodium salt and then carrying out anion exchange with NaBArF. The complex can efficiently catalyze an asymmetric catalytic hydrogenation reaction of beta-dehydroamino acid ester to prepare a beta-amino acid ester derivative with high optical purity, so that a synthetic method suitable for industrialization is provided for optically pure beta-amino acid and beta-amino alcohol, and the complex has a good application prospect.

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