1-Pyrrolidinecarboxylic acid, 4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1-piperazinyl]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4R)- synthesis
- Product Name:1-Pyrrolidinecarboxylic acid, 4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1-piperazinyl]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4R)-
- CAS Number:1404559-22-3
- Molecular formula:C27H38N6O3S
- Molecular Weight:526.69
87691-27-8
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Yield:-
Steps:
Multi-step reaction with 4 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 19 h / 20 °C
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 6 h / 20 °C / Cooling with ice
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C
4.1: 2,6-dimethylpyridine; trifluoromethanesulfonic acid anhydride / dichloromethane / 0.5 h / Cooling with ice
4.2: 21 h / 20 °C
References:
Yoshida, Tomohiro;Akahoshi, Fumihiko;Sakashita, Hiroshi;Kitajima, Hiroshi;Nakamura, Mitsuharu;Sonda, Shuji;Takeuchi, Masahiro;Tanaka, Yoshihito;Ueda, Naoko;Sekiguchi, Sumie;Ishige, Takayuki;Shima, Kyoko;Nabeno, Mika;Abe, Yuji;Anabuki, Jun;Soejima, Aki;Yoshida, Kumiko;Takashina, Yoko;Ishii, Shinichi;Kiuchi, Satoko;Fukuda, Sayaka;Tsutsumiuchi, Reiko;Kosaka, Keigo;Murozono, Takahiro;Nakamaru, Yoshinobu;Utsumi, Hiroyuki;Masutomi, Naoya;Kishida, Hiroyuki;Miyaguchi, Ikuko;Hayashi, Yoshiharu [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 19,p. 5705 - 5719]
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