New protecting groups in the synthesis of oligosaccharides

被引:14
作者
Polyakova, S. M. [1 ]
Nizovtsev, A. V. [2 ]
Kunetskiy, R. A. [2 ]
Bovin, N. V. [1 ]
机构
[1] Russian Acad Sci, MM Shemyakin & Yu A Ovchinnikov Inst Bioorgan Che, 16-10 Ul Miklukho Maklaya, Moscow 117997, Russia
[2] LSS Semiot, 16-10 Ul Miklukho Maklaya, Moscow 117997, Russia
基金
俄罗斯科学基金会;
关键词
protecting groups; oligosaccharides; carbohydrates; glycosylation; INTRAMOLECULAR AGLYCON DELIVERY; NEIGHBORING GROUP PARTICIPATION; STEREOSELECTIVE-SYNTHESIS; ETHER GROUP; BLOCK SYNTHESIS; NAP ETHER; GROUP-A; GLUCOSAMINE; GLYCOSYLATION; VERSATILE;
D O I
10.1007/s11172-015-0968-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The review is focused on new hydroxy and amino protecting groups in carbohydrate chemistry developed or gained popularity over the last 15 years. Representative examples for the protecting group manipulations are given.
引用
收藏
页码:973 / 989
页数:17
相关论文
共 50 条
[21]   Synthesis of Chondroitin Sulfate Oligosaccharides Using N-(Tetrachlorophthaloyl)- and N-(Trifluoroacetyl)galactosamine Building Blocks [J].
Macchione, Giuseppe ;
Maza, Susana ;
Kayser, M. Mar ;
de Paz, Jose L. ;
Nieto, Pedro M. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (18) :3868-3884
[22]   Chemical synthesis of oligosaccharides and their application in new drug research [J].
Lv, Zhimin ;
Liu, Hongyu ;
Hao, Huifang ;
Rahman, Faiz-Ur ;
Zhang, Yongmin .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2023, 249
[23]   Photolabile ortho-Nitro-Benzyl Carbonate as a Permanent Hydroxyl Protecting Group for the Synthesis of Digalactosyl Diacylglycerol [J].
Zheng, Jibin ;
Chen, Hongyu ;
Shang, Jintao ;
Zhang, Lvfeng ;
Liang, Youling ;
Chang, Dongsheng ;
Yang, You .
CHINESE JOURNAL OF CHEMISTRY, 2025, 43 (02) :169-174
[24]   Highly Regioselective Monoacylation of Unprotected Glucopyranoside Using Transient Directing-Protecting Groups [J].
Rocheleau, Sylvain ;
Pottel, Joshua ;
Huskic, Igor ;
Moitessier, Nicolas .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (03) :646-656
[25]   Effect of Electron-Withdrawing Protecting Groups at Remote Positions of Donors on Glycosylation Stereochemistry [J].
Kim, Kwan Soo ;
Suk, Dae-Hwan .
REACTIVITY TUNING IN OLIGOSACCHARIDE ASSEMBLY, 2011, 301 :109-+
[26]   Chemical contributions to understanding heparin activity: Synthesis of related sulfated oligosaccharides [J].
Poletti, L ;
Lay, L .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (16) :2999-3024
[27]   Synthesis of spacer-containing analogs of serogroup 6 pneumococcal oligosaccharides [J].
Parameswar, Archana R. ;
Hasty, Scott J. ;
Demchenko, Alexei V. .
CARBOHYDRATE RESEARCH, 2008, 343 (10-11) :1707-1717
[28]   Protecting Groups in Carbohydrate Chemistry: Influence on Stereoselectivity of Glycosylations [J].
Guo, Jian ;
Ye, Xin-Shan .
MOLECULES, 2010, 15 (10) :7235-7265
[29]   Some key experimental features of a modular synthesis of heparin-like oligosaccharides [J].
de Paz, JL ;
Ojeda, R ;
Reichardt, N ;
Martín-Lomas, M .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (17) :3308-3324
[30]   Synthesis and Derivatization of Diaminobenzene Fluorophores with Amine Protecting Groups [J].
Kim, Haein ;
Kim, Dopil ;
Kim, Jun Yeong ;
Lee, Sangho ;
Yang, Won-Geun ;
Kim, Dongwook ;
Kim, Ki Tae ;
Kim, Dokyoung ;
Park, Myung Hwan ;
Kim, Min .
SYNTHESIS-STUTTGART, 2024, 56 (24) :3859-3869