Literature DB >> 24078748

An efficient and cost-effective preparation of di-O-acetyl-D-rhamnal.

Justin N Miller1, Rongson Pongdee.   

Abstract

We have developed a synthetic route to the frequently utilized deoxysugar building block di-O-acetyl-D-rhamnal originating from the inexpensive starting material methyl α-D-glucopyranoside. Our approach proceeds in five steps with minimal column chromatography purification needed to afford the title compound in good overall yield. 2009 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  carbohydrates; deoxysugars; glycosides; natural products

Year:  2013        PMID： 24078748      PMCID： PMC3781929          DOI： 10.1016/j.tetlet.2013.04.035

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  27 in total

1.  Hybrid glycopeptide antibiotics.

Authors:  B Sun; Z Chen; U S Eggert; S J Shaw; J V LaTour; D Kahne
Journal:  J Am Chem Soc       Date:  2001-12-19       Impact factor: 15.419

Review 2.  Glycopeptide and lipoglycopeptide antibiotics.

Authors:  Dan Kahne; Catherine Leimkuhler; Wei Lu; Christopher Walsh
Journal:  Chem Rev       Date:  2005-02       Impact factor: 60.622

3.  Direct and stereoselective synthesis of beta-linked 2,6-deoxyoligosaccharides.

Authors:  Hiroshi Tanaka; Atsushi Yoshizawa; Takashi Takahashi
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Combinatorial synthesis of deoxyhexasaccharides related to the landomycin A sugar moiety, based on an orthogonal deprotection strategy.

Authors:  Hiroshi Tanaka; Sho Yamaguchi; Atsushi Yoshizawa; Motoki Takagi; Kazuo Shin-ya; Takashi Takahashi
Journal:  Chem Asian J       Date:  2010-06-01

5.  Total Synthesis of Everninomicin 13,384-1-Part 1: Synthesis of the A(1)B(A)C Fragment.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-11-15       Impact factor: 15.336

6.  Efficient route to 2-deoxy beta-O-aryl-d-glycosides via direct displacement of glycosyl iodides.

Authors:  Son N Lam; Jacquelyn Gervay-Hague
Journal:  Org Lett       Date:  2003-10-30       Impact factor: 6.005

7.  A simple and convenient method for the synthesis of pyranoid glycals.

Authors:  Jinzhong Zhao; Shanqiao Wei; Xiaofeng Ma; Huawu Shao
Journal:  Carbohydr Res       Date:  2009-10-15       Impact factor: 2.104

8.  Highly Direct alpha-Selective Glycosylations of 3,4-O-Carbonate-Protected 2-Deoxy- and 2,6-Dideoxythioglycosides by Preactivation Protocol.

Authors:  Yin-Suo Lu; Qin Li; Li-He Zhang; Xin-Shan Ye
Journal:  Org Lett       Date:  2008-07-17       Impact factor: 6.005

9.  Mithramycin analogues generated by combinatorial biosynthesis show improved bioactivity.

Authors:  Irfan Baig; María Perez; Alfredo F Braña; Rohini Gomathinayagam; Chendil Damodaran; Jose A Salas; Carmen Méndez; Jürgen Rohr
Journal:  J Nat Prod       Date:  2008-01-15       Impact factor: 4.050

Review 10.  Biological roles of oligosaccharides: all of the theories are correct.

Authors:  A Varki
Journal:  Glycobiology       Date:  1993-04       Impact factor: 4.313
View more
  1 in total

1.  Preparation of a 1,2-isoxazolidine synthon for the synthesis of zetekitoxin AB.

Authors:  Srinivas R Paladugu; Ryan E Looper
Journal:  Tetrahedron Lett       Date:  2015-11-18       Impact factor: 2.415
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.