Journal of the American Chemical Society p. 902 - 906 (1983)
Update date:2022-09-26
Topics:
Confalone, Pat N.
Woodward, Robert B.
A novel approach to the synthesis of peptides is described.Various N-protected amino acid hydrazides 17 were converted to the salts 18 by condensation with carbon disulfide in methanolic potassium hydroxide.Thermal cyclization of 18 to the heterocycles 19 was followed by reaction with methyl iodide to yield the sulfides 20.After oxidation of 20 to the corresponding sulfones 21, the title compounds 22 were prepared by treating 21 with sodium azide.Deprotection then yielded the free bases 23.Utilization of 22 and 23 in peptide synthesis, relying on a photochemical degradation of the title heterocycle present in these compounds, is described.The scope and limitations of this new methodology are also discussed.
View MoreWuhan Soleado Technology Co.,Ltd.
Contact:86-2783341481 18971291927
Address:RM2405 Unit 1 Builing 1, Taiyin Tower, Changqing Road,Wuhan China
Contact:+86-025-85553873
Address:Building 27, NO.699-18 XuanWu Avenue, Nanjing, Jiangsu, P.R.China.
Contact:+86-571-86217390
Address:No.567 Dengcai Street,Sandun,Westlake District,Hangzhou310030,Zhejiang,China.
Shanghai Pengkai Chemical Co.,Ltd
Contact:+86-21-60526671
Address:No.4226 Duzhuang Rd Minhang District Shanghai China
Contact:18698110882
Address:1303 No2 building,LuoMa Garden,YongAn Road,Hexi District,Tianjin city
Doi:10.1021/jm00216a014
(1977)Doi:10.1055/s-1977-24282
(1977)Doi:10.1016/0031-9422(77)83027-6
(1977)Doi:10.1016/j.saa.2014.10.096
(2015)Doi:10.1055/s-2007-983726
(2007)Doi:10.1016/S0040-4039(00)00237-9
(2000)