Tetrahedron p. 15813 - 15826 (1997)
Update date:2022-08-03
Topics:
Manny, Anthony J.
Kjelleberg, Staffan
Kumar, Naresh
De Nys, Rocky
Read, Roger W.
Steinberg, Peter
A synthesis of ethyl-, butyl-, hexyl- and dodecyl-substituted fimbrolides from alkyl-substituted levulinic acid derivatives through bromination and acid promoted lactonisation is described. The underlying reactions have been investigated using levulinic acid as a model, and the effects of varying the bromination conditions and changing acid concentration on product distribution are discussed. Dibromination proceeds best in CHCl3 and proceeds in EtOH-free CHCl3 without the complication of ester formation. Cyclisation. occurs with concomitant oxidation in 98-100% H2SO4 but gives highest yields of fimbrolides in 100% H2SO4. The formation of related beckerelide substances is also described.
View MoreShanghai Science Peptide Biological Technology Co.,ltd
website:http://www.scipeptide.com
Contact:+86-21-51099675
Address:No.8 Changyang Rd
QINGDAO DEVELOP chemistry Co.,Limited
Contact:+86-532-85807910
Address:98#Nanjing Road, Qingdao, China 266071
Shanghai ZaiQi Bio-Tech Co., Ltd.,
Contact:+86-21-5482 4098
Address:Bldg. No.7, No.201 MinYi Rd，Songjiang CaoHeJing High-Tech Park Shanghai 201516 P,R,China
Jewim Pharmaceutical (Shandong) Co., Ltd
Contact:+8615621883869
Address:山东省泰安市高新技术产业开发区配天门大街西首
Qingdao S. H. Huanyu Imp. & Exp. Co., Ltd.
Contact:86-532-88250866
Address:Room 615, World Trade Centre Building B, Hongkong Middle Roda 6#, Qingdao, Shandong, China
Doi:10.1016/j.bmc.2009.03.001
(2009)Doi:10.1002/ejoc.200801234
(2009)Doi:10.1055/s-0028-1083357
(2009)Doi:10.1016/j.tetlet.2009.02.144
(2009)Doi:10.1039/b821483b
(2009)Doi:10.1055/s-0028-1087975
(2009)
