Oligosaccharide synthesis on a soluble, hyperbranched polymer support via thioglycoside activation

被引：11

作者：

Kantchev, EAB ^{[1
]}

Bader, SJ ^{[1
]}

Parquette, JR ^{[1
]}

机构：

[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA

来源：

TETRAHEDRON | 2005年 / 61卷 / 35期

关键词：

carbohydrates; glycosylations; polymers; dendrimers; solid-phase;

D O I：

10.1016/j.tet.2005.06.101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of linear and branched di-, tri- and tetramannosides on a commercially available hyperbranched polyester as a soluble, high loading support is described. Gil/cosylation products were isolated in 26-63% yield as mixtures of anomers after total hydrolytic degradation of the polymer. All polymer-bound intermediates were purified through simple extraction or precipitation. Solution phase NMR and MALDI-TOF were used to monitor the progress of the reaction directly on the hyperbranched polymer support. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：8329 / 8338

页数：10

共 50 条

[31] Synthesis of non-peptidyl α,α-difluoromethylenephosphonic acids on a soluble polymer support
Hum, G
Grzyb, J
Taylor, SD
[J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2000, 2 (03): : 234 - 242
[32] OLIGONUCLEOTIDE SYNTHESIS ON A POLYMER SUPPORT SOLUBLE IN WATER AND PYRIDINE .5.
SELIGER, H
AUMANN, G
[J]. TETRAHEDRON LETTERS, 1973, (31) : 2911 - 2914
[33] Synthesis of structurally diverse benzimidazolyl benzimidazolones by application of soluble polymer support
Chen, Hsia-Yuan
Kulkarni, Manohar V.
Chen, Chih-Hau
Sun, Chung-Ming
[J]. TETRAHEDRON, 2008, 64 (27) : 6387 - 6394
[34] Microwave-Assisted Multicomponent Synthesis of Dihydroquinoxalinones on Soluble Polymer Support
Dalvi, Prashant B.
Lin, Shu-Fen
Paike, Vijaykumar
Sun, Chung-Ming
[J]. ACS COMBINATORIAL SCIENCE, 2015, 17 (07) : 421 - 425
[35] Gewald synthesis of 2-aminothiophenes on a soluble polymer-support
Zhang, HQ
Yang, GC
Chen, JN
Chen, ZX
[J]. JOURNAL OF CHEMICAL RESEARCH, 2004, (05) : 360 - 361
[36] Synthesis of 1,2,4-oxadiazolines on soluble polymer support
Shang, YJ
Shou, WG
Wang, YG
[J]. SYNLETT, 2003, (07) : 1064 - 1066
[37] Water-soluble??????? hyperbranched polymer with high curcumin content
Nakayama, Yusuke
Ito, Yutaro
Fukaminato, Tsuyoshi
Xu, Wei
Niidome, Takuro
Kurihara, Seiji
Kim, Sunnam
[J]. JOURNAL OF APPLIED POLYMER SCIENCE, 2023, 140 (46)
[38] Synthesis of conjugation-ready zwitterionic oligosaccharides by chemoselective thioglycoside activation
Schumann, B.
Pragani, R.
Anish, C.
Pereira, C. L.
Seeberger, P. H.
[J]. CHEMICAL SCIENCE, 2014, 5 (05) : 1992 - 2002
[39] Oligosaccharide synthesis via electrophile-induced activation of glycosyl-n-allylcarbamates
Institut für Organische Chemie, Johannes Gutenberg-Univ. Mainz, Becherweg 18, D-55099 Mainz, Germany
[J]. J. Carbohydr. Chem, 4-5 (759-776):
[40] Oligosaccharide synthesis via electrophile-induced activation of glycosyl-N-allylcarbamates
Herzner, H
Eberling, J
Schultz, M
Zimmer, J
Kunz, H
[J]. JOURNAL OF CARBOHYDRATE CHEMISTRY, 1998, 17 (4-5) : 759 - 776

← 1 2 3 4 5 →