Journal of Organic Chemistry p. 4243 - 4249 (1992)
Update date:2022-08-03
Topics:
Nagao, Yoshimitsu
Nagase, Yunosuke
Kumagai, Toshio
Matsunaga, Hiroshi
Abe, Takao
et al.
Asymmetric synthesis of 11, the precursor to chiral (3R,4R)-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-acetoxyazetidin-2-one (3) was achieved by utilizing a highly diastereoselective aldol-type reaction of acetaldehyde and the chiral tin(II) enolate of 5.Similar diastereoselective alkylations of chiral and achiral tin(II) enolates 13a-d with chiral 3 were also performed to obtain the desired alkylated azetidin-2-ones (17a-d).Compounds 17a,b were successfully converted to new, non-natural 1β-methylcarbapenems 1a and 1b, which exhibited strong and wide-ranging antimicrobial activities and excellent stability against human renal dehydropeptidase-I.
View Morewebsite:http://www.maisonchem.com.cn
Contact:0086-311-83833777
Address:Leitou industrial district, xinji, shijiazhuang city, hebei province,
SHENYANG COMEBOARD TECHNOLOGY CO., LTD
Contact:+86-24-25724626
Address:Room2210,Tianbao International Building,No.8-1 Weigong South Street,Tiexi District,Shenyang,China
Shandong Wanda Organosilicon New Material Co., Ltd
Contact:+86-21-54177116;54302881
Address:R1318 Greenland No. 3 Lane 58 Xinjian East Rd., Minhang
Hubei New Desheng Technology Co., Ltd
website:http://www.whdsbio.cn
Contact:+86-15071057538
Address:C8-2-2, Optical Valley United Technology City, Gedian Development Zone, Ezhou , City Hubei, China.
Shanghai AoBo Bio-Pharmaceutical Technology Co., Ltd.
Contact:+86-21-51320130-801, 816
Address:Room 601, No. 1011, Halei Road, Zhangjiang High-Tech Park, Pudong, Shanghai
Doi:10.1021/jm301215e
(2013)Doi:10.1021/ic301834x
(2013)Doi:10.1021/ja3116718
(2013)Doi:10.1021/bm4009974
(2013)Doi:10.1039/DT9920001277
(1992)Doi:10.1134/S1070363212120055
(2012)
