Intramolecular glycoside bond formation - A rigid spacer concept for the diastereoselective linkage between glycosyl donor and acceptor

DOI: 10.1016/S0040-4039(98)01664-5

Source and publish data:

Tetrahedron Letters p. 7693 - 7694 (1998)

Update date:2022-09-26

Topics:

Authors:

Huchel, Ursula

Schmidt, Richard R.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4039(98)01664-5

α,α-Dibromo-m-xylene gave compounds 5a,b and 7 which contain a glycosyl donor and acceptor moiety. Activation of 5a,b with NIS/TMSOTf as promoter system afforded β(1-4)-linkage leading to 6 as the only monomeric reaction product. Activation of 7 led also to β(1-4)-linkage affording 8 in very high yield.

Full text of DOI:10.1016/S0040-4039(98)01664-5

Products guided by the article

Product name:ethyl 6-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Cas No:215360-97-7

R&D Labs maybe for 215360-97-7

waho int'l company

Contact:+86-579-85206992

Address:No 451 chouzhou north road ,room 1106 int'l business center , yiwu ,china
Shanghai Kangxin Chemical Co., Ltd

Contact:+86 21 60717227

Address:118,Ganbai Village,Waigang Town,Jiading District,Shanghai
Luojiang Chenming Biological Products Co

Contact:+86 15000297032

Address:GROUP NO.4, HE SHENG VILLAGE, PANLONG TOWN,
Tianjin Ji Ping Jia Chemical Co., Ltd.

Contact:18622448868

Address:tianjin
Ring Specialty Chemicals Inc.

website:http://www.ringchemicals.com/

Contact:+1-416-493-6870

Address:Toronto, Canada

Relevant to this article

Synthesis of the first pseudosugar-C-disaccharide. A potential antigen for eliciting glycoside-bond forming antibodies with catalytic groups

Doi:10.1016/0040-4020(95)00505-3
(1995)
Rhodium(I) mixed CO/phosphine/amine complexes: synthesis, structure, and reactivity

Doi:10.1021/om980419m
(1998)
Synthesis and characterization of organorhodium(I) complexes with the tridentate ligand 2,6-bis(diphenylphosphanylmethyl)pyridine [Rh(PNP)R] (R = CH₃, C₆H₅) and their reactivity toward ethylene and protic acids

Doi:10.1002/(SICI)1099-0682(199810)1998:10<1425::AID-EJIC1425>3.0.CO;2-R
(1998)
On the fate of the tryptophan stereocenter during the synthesis of hexacyclic analogues of N-acetylardeemin

Doi:10.1016/S0957-4166(98)00307-3
(1998)
Cu-Catalyzed [3 + 3] Cycloaddition of Isocyanoacetates with Aziridines and Stereoselective Access to α,γ-Diamino Acids

Doi:10.1021/acs.orglett.8b01948
(2018)
Doi:10.1007/BF00757708
()

Article Doi