1-Piperazinecarboxylic acid, 4-(1,3-dioxobutyl)-, 1,1-diMethylethyl ester synthesis
- Product Name:1-Piperazinecarboxylic acid, 4-(1,3-dioxobutyl)-, 1,1-diMethylethyl ester
- CAS Number:401566-77-6
- Molecular formula:C13H22N2O4
- Molecular Weight:270.32
Yield:401566-77-6 86%
Reaction Conditions:
in N,N-dimethyl-formamide at 20; for 1.5 h;
Steps:
11 3-{(2S,4S)-4-[4-(1-Phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolizin-2-ylcarbonyl}thiazolidine trihydrochloride (8f)
4.1.11
1-Acetoacetyl-4-tert-butoxycarbonylpiperazine (11d)
A solution of 10b (5.02 g, 27.0 mmol) and diketene (2.50 mL 32.6 mmol) n DMF (90 mL) was stirred for 1.5 h at room temperature, and then concentrated under reduced pressure.
The residue was poured into water and extracted with ethyl acetate.
The extract was washed with brine, dried and concentrated under reduced pressure to give the title compound (6.26 g, 86%) as a pale-brown powder. 1H NMR (500 MHz, DMSO-d6): δ 1.41 (9H, s), 2.15 (3H, s), 3.27-3.35 (6H, m), 3.43 (2H, m), 3.66 (2H, s).
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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57260-71-6
734 suppliers
$5.00/5g
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22 suppliers
inquiry