Literature DB >> 870193

Synthesis of p-nitrophenyl 6-O-(2-acetamido-2-deoxy-beta-d-glucopyranosyl)-beta-D-galactopyranoside and p-nitrophenyl O-beta-D-galactopyranosyl-(1 linked to 3)-O-(2-acetamido-2-dexoy-beta-D-glucopyranosyl)-(1 linked to 6)-beta-D-galactopyranoside.

K L Matta, J J Barlow.   

Abstract

Condensation of 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-alpha-D-glucopyrano)-[2',1':4,5]-2-oxazoline with p-nitrophenyl 2,3-di-O-acetyl-beta-D-galactopyranoside (4), followed by saponification of the resulting disaccharide derivative, produced p-nitrophenyl 6-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-beta-D-galactopyranoside as a crystalline compound. Reaction of 2-methyl-[4,6-di-O-acetyl-1,2-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-alpha-D-glucopyrano]-[2',1':4,5]-2-oxazoline with 4 in a similar reaction-sequence provided the title trisaccharide compound.

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Year:  1977        PMID: 870193     DOI: 10.1016/s0008-6215(00)88088-x

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  2 in total

1.  Efficient catalysis by pyridinium sulfonate in glycosylation involving an oxazoline intermediate derived from per-O-acetyl-N-acetyllactosamine and N,N'-diacetylchitobiose.

Authors:  T Yohino; K Sato; F Wanme; I Takai; Y Ishido
Journal:  Glycoconj J       Date:  1992-12       Impact factor: 2.916

2.  Protecting group free glycosylation: one-pot stereocontrolled access to 1,2-trans glycosides and (1→6)-linked disaccharides of 2-acetamido sugars.

Authors:  Xin Qiu; Anna L Garden; Antony J Fairbanks
Journal:  Chem Sci       Date:  2022-03-17       Impact factor: 9.825

  2 in total

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