Carbohydrate Research p. 189 - 199 (1998)
Update date:2022-07-30
Topics:
Magaud, Didier
Grandjean, Cyrille
Doutheau, Alain
Anker, Daniel
Shevchik, Vladimir
Cotte-Pattat, Nicole
Robert-Baudouy, Janine
Methyl (α-D-galactopyranosyluronic acid)-(1→4)-D-galactopyranuronate and methyl α-D-galactopyranosyluronate-(1→4)-D-galactopyranuronic acid have been synthesized by coupling methyl (benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate (3) or benzyl (benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate (4) with benzyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate and methyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate, respectively, using N-iodosuccinimide and trifluoromethanesulphonic acid as promoters, followed by removal of the benzyl groups. The 4'-OH unprotected dimers benzyl (methyl 2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1→4)-(benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate and methyl (benzyl 2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1→4)-(benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate were prepared from methyl (phenyl 2,3-di-O-benzyl-1-thio-4-O-trimethylsilyl-β-D-galactopyranosid)uronate and benzyl (phenyl 2,3-di-O-benzyl-1-thio-4-O-trimethylsilyl-β-D-galactopyranosid)uronate and acceptors 4 or 3, respectively. These compounds have been designed to serve as precursors for the preparation of higher-membered d-galacturonic acid oligomers methyl esterified in definite positions. Copyright (C) 1998 Elsevier Science Ltd.
View MoreHANGZHOU PANYU CHEMICAL CO.,LIMITED
Contact:+86-571-86578491
Address:Rm 605, NO.1870 Binsheng Road,Binjiang Dist, Hangzhou, China
SICHUAN TONGSHENG AMINOACID CO.LTD
website:http://www.aminoacid.cc
Contact:86-838-2274206/2850606
Address:Room 1-11-1,No.19 of North TianShan Road,Deyang,Sichuan China
website:http://www.jairadhesales.com
Contact:0091-79-26431096
Address:309 Harikrupa Tower,Nr old Sharda Mandir Char Rasta,Ellisbridge
DANYANG ZHONGTAI TRADE CO .,LTD.
Contact:0086-511-86985511
Address:No.25,Dongfang Rd., Danyang City.Jiangsu P.R.China
Contact:+86-021-6989-5597
Address:No.80 Yichuan Rd., Putuo District,Shanghai,P.R.China
Doi:10.1016/j.dyepig.2020.108317
(2020)Doi:10.1021/om981013c
(1999)Doi:10.1002/jps.2600620514
(1973)Doi:10.1021/ja062531e
(2006)Doi:10.1021/acs.jmedchem.0c01624
(2021)Doi:10.1246/cl.2000.464
(2000)