Alternatived Products of [ 20511-20-0 ]
Product Details of [ 20511-20-0 ]
CAS No. : | 20511-20-0 |
MDL No. : | MFCD00182491 |
Formula : |
C12H14O2
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | IMKVSWPEZCELRM-CMDGGOBGSA-N |
M.W : |
190.24
|
Pubchem ID : | 641318 |
Synonyms : |
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Application In Synthesis of [ 20511-20-0 ]
* 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.
- Upstream synthesis route of [ 20511-20-0 ]
- Downstream synthetic route of [ 20511-20-0 ]
- 1
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[ 20511-20-0 ]
-
[ 7116-41-8 ]
Yield | Reaction Conditions | Operation in experiment |
90% |
With bismuth(III) chloride; sodium tetrahydroborate In ethanol at 15℃; for 3h; |
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With hydrogen |
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With hydrogen In ethanol |
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With hydrogen In toluene at 150℃; for 15h; Sealed tube; |
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Reference:
[1]Ren; Pan; Dong; Wu
[Synthetic Communications, 1995, vol. 25, # 21, p. 3395 - 3399]
[2]OELSCHLAEGER
[Archiv der Pharmazie, 1960, vol. 293 /65, p. 442 - 451]
[3]Orr; Musso; Boswell; Kelley; Joyner; Davis; Baccanari
[Journal of Medicinal Chemistry, 1995, vol. 38, # 19, p. 3850 - 3856]
[4]Mendes-Burak, Jorge; Ghaffari, Behnaz; Copéret, Christophe
[Chemical Communications, 2019, vol. 55, # 2, p. 179 - 181]
- 2
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[ 20511-20-0 ]
-
[ 58357-84-9 ]
-
[ 14062-29-4 ]
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[ 18254-00-7 ]
-
[ 77418-86-1 ]
- 3
-
[ 20511-20-0 ]
-
[ 370-45-6 ]
-
[ 18254-00-7 ]
-
[ 587-47-3 ]
-
[ 77418-85-0 ]
- 4
-
[ 20511-20-0 ]
-
[ 326-63-6 ]
-
[ 18254-00-7 ]
-
[ 584-74-7 ]
-
[ 77418-84-9 ]
- 5
-
[ 33604-67-0 ]
-
[ 140-88-5 ]
-
[ 613-33-2 ]
-
[ 644-08-6 ]
-
[ 97585-04-1 ]
-
[ 20511-20-0 ]
- 6
-
[ 1190618-11-1 ]
-
[ 140-88-5 ]
-
[ 20511-20-0 ]
-
[ 101466-85-7 ]
Yield | Reaction Conditions | Operation in experiment |
1: 55%
2: 44% |
With silver(I) acetate; triethylamine; palladium dichloride In methanol at 25℃; for 8h; stereoselective reaction; |
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Reference:
[1]Location in patent: experimental part
Stefani, Hélio A.; Pena, Jesus M.; Gueogjian, Kemilla; Petragnani, Nicola; Vaz, Boniek G.; Eberlin, Marcos N.
[Tetrahedron Letters, 2009, vol. 50, # 40, p. 5589 - 5595]
- 7
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[ 6443-85-2 ]
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[ 20511-20-0 ]
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threo-ethyl 4-cyano-4-(pyridin-3-yl)-3-(4-methylphenyl)butanoate
[ No CAS ]
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erythro-ethyl 4-cyano-4-(pyridin-3-yl)-3-(4-methylphenyl)butanoate
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
20%; 18% |
With sodium methylate; In ethanol; at 90℃; for 3h;Inert atmosphere; Microwave irradiation; |
0725] Under protective gas (Ar), 0.1 ml of 30% strength methanolic sodium methoxide solution was added to 1.000 g (5.257 mmol) of ethyl 3-(4-methylphenyl)acrylate and 0.621 g (5.257 mmol) of pyridin-3-ylacetonitrile in 12.0 ml of ethanol, and the mixture was stirred in a closed reaction vessel in a microwave oven at 90 C. for 3 h. The reaction mixture was poured into ice-water and extracted three times with ethyl acetate, and the combined organic phases were dried over sodium sulphate. The solvent was removed under reduced pressure. Chromatography of the residue on silica gel (ethyl acetate/heptane=70:30) gave, successively, 0.358 g (20% of theory) of threo-ethyl 4-cyano-4-(pyridin-3-yl)-3-(4-methylphenyl)butanoate and 0.320 g (18% of theory) of erythro-ethyl 4-cyano-4-(pyridin-3-yl)-3-(4-methylphenyl)butanoate. The configuration was assigned by comparison of the chemical shifts of the respective CHCN doublets at 4.12 ppm and 4.43 ppm, respectively, in the 1H-NMR (CDCl3). The lower-field signal was assigned to the erythro-diastereomer, analogously to the literature. 1H-NMR in CDCl3 see Table 2. |
- 8
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[ 1866-39-3 ]
-
[ 71-91-0 ]
-
[ 20511-20-0 ]
Yield | Reaction Conditions | Operation in experiment |
72% |
With urea; at 140℃; for 2h;Green chemistry; |
General procedure: A 10-mL test-tube was equipped with magnetic stirring bar and charged with 1 mmol cinnamic acid and 6 mL DES, heated at 140 C in a preheated oil bath for 2 hours, then the mixture was cooled to room temperature, extracted with ethyl acetate (3*15 mL), combined and evaporated under vacuum. Pure product was obtained by silica gel column chromatography with petroleum ether and ethyl acetate. All the compounds, after purification, were weighted and characterized by MS, 1H NMR, 13C NMR, and then compared them with the spectral data of authentic samples. |