-
2
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84985520823
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DCC see: a
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DCC see: a) B. Neises, W. Steglich, Angew. Chem., Int. Ed. Engl. 1978, 17, 522.
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Angew. Chem., Int. Ed. Engl
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Neises, B.1
Steglich, W.2
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4
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34250163995
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2,4,6-Trichlorobenzoyl chloride see: J. Inanaga, K. Hirata, H. Saeki, T. Katsuki, M. Yamaguchi, Bull. Chem. Soc. Jpn. 1979, 52, 1989.
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2,4,6-Trichlorobenzoyl chloride see: J. Inanaga, K. Hirata, H. Saeki, T. Katsuki, M. Yamaguchi, Bull. Chem. Soc. Jpn. 1979, 52, 1989.
-
-
-
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5
-
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33847804686
-
-
3P see: E. J. Corey, K. C. Nicolaou, J. Am. Chem. Soc. 1974, 96, 5614.
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3P see: E. J. Corey, K. C. Nicolaou, J. Am. Chem. Soc. 1974, 96, 5614.
-
-
-
-
6
-
-
0032389691
-
-
O,O′-Di(2-pyridyl)thiocarbonate (DPTC) see: K. Saitoh, I. Shiina, T. Mukaiyama, Chem. Lett. 1998, 679.
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O,O′-Di(2-pyridyl)thiocarbonate (DPTC) see: K. Saitoh, I. Shiina, T. Mukaiyama, Chem. Lett. 1998, 679.
-
-
-
-
7
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-
7344240671
-
-
Di(2-pyridyl)carbonate (DPC) see: S. Kim, J. I. Lee, Y. K. Ko, Tetrahedron Lett. 1984, 25, 4943.
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Di(2-pyridyl)carbonate (DPC) see: S. Kim, J. I. Lee, Y. K. Ko, Tetrahedron Lett. 1984, 25, 4943.
-
-
-
-
8
-
-
0036012057
-
-
2-benzoic anhydride (MNBA) see: a) I. Shiina, R. Ibuka, M. Kubota, Chem. Lett. 2002, 286.
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2-benzoic anhydride (MNBA) see: a) I. Shiina, R. Ibuka, M. Kubota, Chem. Lett. 2002, 286.
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-
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9
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0037078348
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b) I. Shiina, M. Kubota, R. Ibuka, Tetrahedron Lett. 2002, 43, 7535.
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(2002)
Tetrahedron Lett
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Shiina, I.1
Kubota, M.2
Ibuka, R.3
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11
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34250204001
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4-(Trifluoromethyl)benzoic anhydride see: I. Shiina, S. Miyoshi, M. Miyashita, T. Mukaiyama, Chem. Lett. 1994, 515;
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4-(Trifluoromethyl)benzoic anhydride see: I. Shiina, S. Miyoshi, M. Miyashita, T. Mukaiyama, Chem. Lett. 1994, 515;
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-
-
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14
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0012615648
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3 see: K. Ishihara, M. Kubota, H. Kurihara, H. Yamamoto, J. Org. Chem. 1996, 61, 4560.
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3 see: K. Ishihara, M. Kubota, H. Kurihara, H. Yamamoto, J. Org. Chem. 1996, 61, 4560.
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-
-
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15
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8844266155
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Di-2-thienyl carbonate (2-DTC) see: a) Y. Oohashi, K. Fukumoto, T. Mukaiyama, Chem. Lett. 2004, 33, 968.
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Di-2-thienyl carbonate (2-DTC) see: a) Y. Oohashi, K. Fukumoto, T. Mukaiyama, Chem. Lett. 2004, 33, 968.
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16
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23844499421
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b) Y. Oohashi, K. Fukumoto, T. Mukaiyama, Bull. Chem. Soc. Jpn. 2005, 78, 1508.
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Bull. Chem. Soc. Jpn
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Oohashi, Y.1
Fukumoto, K.2
Mukaiyama, T.3
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17
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0001520521
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Another condensation reagents see
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Another condensation reagents see: K. Saigo, M. Usui, K. Kikuchi, E. Shimada, T. Mukaiyama, Bull. Chem. Soc. Jpn. 1977, 50, 1863;
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Bull. Chem. Soc. Jpn
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Saigo, K.1
Usui, M.2
Kikuchi, K.3
Shimada, E.4
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19
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0011850124
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J. Diago-Meseguer, A. L. Palomo-Coll, J. R. Fernández-Lizarbe, A. Zugaza-Bilbao, Synthesis 1980, 547;
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Diago-Meseguer, J.1
Palomo-Coll, A.L.2
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20
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K. Takeda, A. Akiyama, H. Nakamura, S. Takizawa, Y. Mizuno, H. Takayanagi, Y. Harigaya, Synthesis 1994, 1063;
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Takeda, K.1
Akiyama, A.2
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Takizawa, S.4
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21
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K. Wakasugi, A. Nakamura, Y. Tanabe, Tetrahedron Lett. 2001, 42, 7427;
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K. Wakasugi, A. Nakamura, A. Iida, Y. Nishii, N. Nakatani, S. Fukushima, Y. Tanabe, Tetrahedron 2003, 59, 5337;
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K. Wakasugi, A. Iida, T. Misaki, Y. Nishii, Y. Tanabe, Adv. Synth. Catal. 2003, 345, 1209;
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Wakasugi, K.1
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0007595790
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I. Shiina, Y. Fukuda, T. Ishii, H. Fujisawa, T. Mukaiyama, Chem. Lett. 1998, 831;
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Shiina, I.1
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I. Shiina, H. Fujisawa, T. Ishii, Y. Fukuda, Heterocycles 2000, 52, 1105;
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34250201947
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Typical experimental procedure for the preparation of 3-phenyl-N-(3-phenylpropyl)propanamide is shown in the following: To a stirred solution of 3-phenylpropionic acid (49.6 mg, 0.33 mmol) in CH 2Cl2 (1.5 mL) were successively added pyridine-3- carboxylic anhydride (75.4 mg) and DMAP (40.4 mg) at 0°C. After having been stirred for 10 min, a solution of 3-phenylpropylamine (40.6 mg, 0.30 mmol) in dichloromethane (1.5 mL) was added. After the reaction mixture was stirred for 1 h, it was quenched with saturated aqueous sodium hydrogencarbonate. The mixture was extracted with EtOAc. The organic layer was washed with saturated aqueous sodium hydrogencarbonate, 1 M hydrogen chloride (3 times, brine, dried over anhydrous Na2SO4, and evaporated. The crude product was purified by preparative TLC (hexane/EtOAc, 1/9) to afford 3-phenyl-N-(3- phenylpropyl)propanamide 75.9 mg, 95, as a white solid
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4, and evaporated. The crude product was purified by preparative TLC (hexane/EtOAc = 1/9) to afford 3-phenyl-N-(3- phenylpropyl)propanamide (75.9 mg, 95%) as a white solid.
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1H NMR. It indicates that 1-phenylethyl-pyridine-3- carboxamide is transferred to aqueous layer by acidic workup.
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1H NMR. It indicates that 1-phenylethyl-pyridine-3- carboxamide is transferred to aqueous layer by acidic workup.
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