[ CAS No. 15121-89-8 ]

Name: 15121-89-8|(E)-Ethyl 4-oxo-4-phenylbut-2-enoate|95%
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SKU: A188553
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Quality Control of [ 15121-89-8 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 15121-89-8 ]

CAS No. :	15121-89-8	MDL No. :	MFCD00011533
Formula :	C₁₂H₁₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ACXLBHHUHSJENU-CMDGGOBGSA-N
M.W :	204.22	Pubchem ID :	5369605
Synonyms :

Safety of [ 15121-89-8 ]

Signal Word:	Danger	Class:	9
Precautionary Statements:	P201-P202-P261-P264-P270-P272-P273-P280-P301+P312+P330-P302+P352+P312+P362+P364-P305+P351+P338+P310-P308+P313-P391-P405-P501	UN#:	3082
Hazard Statements:	H302+H312-H315-H317-H318-H341-H410	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 15121-89-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 15121-89-8 ]

[ 15121-89-8 ] Synthesis Path-Downstream 1~28

1
[ 64-17-5 ]
[ 583-06-2 ]
[ 15121-89-8 ]

Reference： [1]Tetrahedron,1985,vol. 41,p. 467 - 472
[2]Recueil des Travaux Chimiques des Pays-Bas,1961,vol. 80,p. 1334 - 1347
[3]Chinese Journal of Chemistry,2013,vol. 31,p. 1305 - 1314
[4]Asian Journal of Chemistry,2015,vol. 27,p. 419 - 424

2
[ 15121-89-8 ]
[ 583-06-2 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1972,vol. 37,p. 3950 - 3955

3
[ 15121-89-8 ]
[ 42854-62-6 ]
[ 134206-11-4 ]
[ 87269-98-5 ]

Reference： [1]Arzneimittel-Forschung/Drug Research,1984,vol. 34,p. 1399 - 1401
[2]Monatshefte fur Chemie,1999,vol. 130,p. 769 - 782
[3]Monatshefte fur Chemie,1999,vol. 130,p. 769 - 782

4
[ 1143-38-0 ]
[ 15121-89-8 ]
ethyl 2-(1,8-dihydroxy-9-oxo-9,10-dihydroanthracen-10-yl)-4-oxo-4-phenylbutanoate [ No CAS ]
ethyl 2-(1,8-dihydroxy-9-oxo-9,10-dihydroanthracen-10-yl)-4-oxo-4-phenylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane at -20℃; for 7h; Title compound not separated from byproducts;

Reference： [1]Shen, Juan; Nguyen, Thanh Truc; Goh, Yong-Peng; Ye, Weiping; Fu, Xiao; Xu, Junye; Tan, Choon-Hong [Journal of the American Chemical Society, 2006, vol. 128, # 42, p. 13692 - 13693]

5
[ 496-64-0 ]
[ 15121-89-8 ]
ethyl exo-8-benzoyl-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-7-carboxylate [ No CAS ]
ethyl ent-exo-8-benzoyl-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-7-carboxylate [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 6364 - 6365

6
[ 583-06-2 ]
[ 15121-89-8 ]

Reference： [1]Journal of Organic Chemistry USSR (English Translation),1981,p. 1422 - 1425
Zhurnal Organicheskoi Khimii,1981,vol. 17,p. 1601 - 1604

7
[ 15121-89-8 ]
[ 87333-19-5 ]

Reference： [1]Arzneimittel-Forschung/Drug Research,1984,vol. 34,p. 1399 - 1401

8
[ 15121-89-8 ]
[ 82717-96-2 ]

Reference： [1]Tetrahedron Letters,1984,vol. 25,p. 1143 - 1146

9
[ 10009-20-8 ]
[ 15121-89-8 ]
N₂-(1-ethoxycarbonyl-3-phenyl-propyl)-N₆-trifluoroacetyl-L-lysine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		To 100 ml of ethanol were added 9.69 g of N6-trifluoroacetyl-L-lysine and 8.16 g of trans-ethyl -benzoylacrylate. Thereto was added 40 ml of 1N aqueous solution of lithium hydroxide over about 2 hours with stirring, while maintaining the temperature at about -5C, and the stirring was further continued for 30 minutes. The reaction was terminated by adding 10 ml of concentrated hydrochloric acid thereto. To the reaction mixture were added 130 ml of ethanol and 5 g of 10 % palladium-carbon, and a reduction reaction was carried out at about 40C under ordinary pressure. After the reaction, the catalyst was removed by suction filtration. The obtained ethanol solution was adjusted to about pH 4 with sodium hydroxide, added with water and concentrated under reduced pressure to distil away ethanol so as to replace the solvent with water. The resulting crystals were filtered with suction and dried under vacuum to give 33 g of N2-(1-ethoxycarbonyl-3-phenylpropyl)-N6-trifluoroacetyl-L-lysine (1S/1R ratio = 80/20).

Reference： [1]Patent: EP1405845,2004,A1 .Location in patent: Page 8

10
[ 15121-89-8 ]
[ 7063-99-2 ]

Reference： [1]Organic Letters,2009,vol. 11,p. 3982 - 3985

11
[ 28868-76-0 ]
[ 15121-89-8 ]
C₁₇H₁₉ClO₇ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2010,vol. 16,p. 10130 - 10136

12
[ 28868-76-0 ]
[ 15121-89-8 ]
C₁₇H₁₉ClO₇ [ No CAS ]
C₁₇H₁₉ClO₇ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2010,vol. 16,p. 10130 - 10136

13
[ 15121-89-8 ]
[ 49543-63-7 ]
C₂₃H₂₈O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 20℃;	General procedure for preparation of racemates (GP4) General procedure: DABCO (10 mol%) was added to solution of thiol (1.5 equiv) in dichloromethane (2.5 mL) and resulted solution was stirred for 15 minutes at r.t. followed by addition of Michael acceptor (0.3 or 0.5 mmol). After 18-21 h whole reaction mixture was loaded onto a plug of silica gel, as described above (GP1).

Reference： [1]Kowalczyk, Rafał; Wierzba, Aleksandra J.; Boratyński, Przemysław J.; Ba¸kowicz, Julia [Tetrahedron, 2014, vol. 70, # 35, p. 5834 - 5842]

14
[ 1071-46-1 ]
[ 1074-12-0 ]
[ 288-36-8 ]
[ 15121-89-8 ]
ethyl 4-oxo-4-phenyl-3-(2H-1,2,3-triazol-2-yl)butanoate [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 4730 - 4733

15
[ 1071-46-1 ]
[ 1074-12-0 ]
[ 288-36-8 ]
[ 15121-89-8 ]
ethyl 4-oxo-4-phenyl-2-(2H-1,2,3-triazol-2-yl)butanoate [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 4730 - 4733

16
[ 1071-46-1 ]
[ 1074-12-0 ]
[ 288-36-8 ]
[ 15121-89-8 ]
ethyl 4-oxo-4-phenyl-3-(2H-1,2,3-triazol-2-yl)butanoate [ No CAS ]
ethyl 4-oxo-4-phenyl-2-(2H-1,2,3-triazol-2-yl)butanoate [ No CAS ]
ethyl 3-hydroxy-4-oxo-4-phenylbutanoate [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 4730 - 4733

17
[ 1520-70-3 ]
[ 15121-89-8 ]
ethyl (2E)-4-((ethylsulfonyl)imino)-4-phenylbut-2-enoate [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 8914 - 8922

18
[ 15121-89-8 ]
[ 42854-62-6 ]
[ 87269-98-5 ]

Yield	Reaction Conditions	Operation in experiment
70.4 g	With triethylamine; In ethanol; at 15℃; for 32h;	In a four-necked flask, 71.8 g (0.35 mol) of ethyl 3-benzoylacrylate was added. <strong>[42854-62-6]L-alanine benzyl ester p-toluenesulfonate</strong> 123.7 g (0.35 mol), 280 ml of anhydrous ethanol and 41.7 g (0.41 mol) of triethylamine were reacted at 15C for 32 hours. The crystals were crystallized and filtered to obtain 70.4 g of N-[(1S)-1-ethoxycarbonyl-3-phenyl-3-oxopropyl]-L-alanine benzyl ester. The filtered mother liquor is left for use.

Reference： [1]Patent: CN103360259,2018,B .Location in patent: Paragraph 0026; 0027

19
[ 10009-20-8 ]
[ 15121-89-8 ]
[ 199002-02-3 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; lithium hydroxide; In ethanol; at 15℃; for 0.666667h;	When 95% ethanol was added to a 130ml four-necked flask, 11.4 g of 3-benzoyl-acrylate, N6-trifluoroacetyl-lysine -L- 12g, the reaction solution was cooled to 0 deg.] C, was added dropwise to the flask A 1.0 mol/L pre-chilled lithium hydroxide solution (50 ml) was added and stirring was continued for 40 ± 5 minutes. After completion of the reaction, 12 ml of purified hydrochloric acid was added to the reaction mixture, followed by stirring for 20 minutes to obtain a lyo-adduct reaction solution, which was left to stand.

Reference： [1]Patent: CN103360259,2018,B .Location in patent: Paragraph 0028; 0029

20
[ 4214-79-3 ]
[ 15121-89-8 ]
ethyl (R)-2-(5-chloro-2-oxopyridin-1(2H)-yl)-4-oxo-4-phenylbutanoate [ No CAS ]
ethyl (S)-2-(5-chloro-2-oxopyridin-1(2H)-yl)-4-oxo-4-phenylbutanoate [ No CAS ]