82598-88-7

Basic information

• Product Name: 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone
• Synonyms: 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone
• CAS NO: 82598-88-7
• Molecular Weight: 538.64
• Mol File: 82598-88-7.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone(82598-88-7)
• EPA Substance Registry System: 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone(82598-88-7)

Safety Data

• Hazardous Substances Data: 82598-88-7(Hazardous Substances Data)

Upstream product

• 129165-05-5 2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene 1,1-diazide 
• 7296-15-3 alpha-D-mannopyranoside 
• 100-39-0 benzyl bromide 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 3879-79-6 (2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran 
• 121524-01-4 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside 
• 151763-69-8 phenyl 1-thio-D-mannopyranoside 
• 83-87-4 D-Mannose pentaacetate 
• 187226-51-3 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-mannopyranoside 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 98-59-9 p-toluenesulfonyl chloride 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside 
• 160701-77-9 2,3,4,6-Tetra-O-benzyl-1-(2-thiazolyl)-α-D-mannopyranose 
• 222416-55-9 (2S,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanoic acid tert-butyl ester 

Downstream Products

• 160701-86-0 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-(2-thiazolyl)-β-D-mannopyranose 
• 160701-77-9 2,3,4,6-Tetra-O-benzyl-1-(2-thiazolyl)-α-D-mannopyranose 
• 667917-46-6 3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-α-D-manno-2-heptulopyranose 
• 306968-46-7 2,3,4,6-tetra-O-benzyl-5',5'-dimethylspiro[1,5-anhydro-D-mannitol-1,2'-[1,3]dioxane] 
• 414858-56-3 (2R,3S,4S,5R,6R)-3,4,5-tri(benzyloxy)-6-[(benzyloxy)methyl]-5,6-dihydro-2-[3-[(4-methoxybenzyloxy)-methyl]-1,4-dithiin-2-yl]tetrahydro-2H-2-pyranol 
• 160701-98-4 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-(2-thiazolyl)-α-D-mannopyranose 
• 160797-13-7 2-(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)-1,3-thiazole 
• 1006590-22-2 ethyl 2,3,4,6-tetra-O-benzyl-D-lyxo-5-hexulosonate 
• 1006590-16-4 ethyl 2,3,4,6-tetra-O-benzyl-D-mannonate 
• 62641-00-3 <4S,5R>-2,4,6-tribenzyloxy-5-hydroxyhex-2-enoic acid-1,5-lactone 
• 1006590-18-6 2-(2H)-2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 97321-70-5 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-manno-hept-1-enitol 
• 1595290-26-8 C₄₀H₄₄O₅ 

Relevant articles and documents

Stereoselective Palladium-Catalyzed Arylation of Exo-Glycals with Aryl Iodides

A novel methodology for the arylation of exo-glycals has been developed. A range of exo-glycals underwent reactions with aryl iodides in the presence of a palladium catalyst. The transformation proceeded in a stereoselective manner to afford Z-isomers. Th

Synthesis of C-spiro-glycoconjugates from sugar lactones via zinc mediated Barbier reaction

Anomeric gem-diallylation, mono-β-crotylation and mono-β- propargylation of sugar 1,5 and 1,4 lactones have been achieved under Barbier reaction conditions using Zn powder and a catalytic amount of TMSCl as an activator. Ring closing olefin metathesis of the synthesized gem-diallyl derivatives furnished C-spiro cyclopentene glycosides. Finally, the cyclopentene rings were converted into carbohydrate based tricyclic morpholine fused triazole glycoconjugates as potential SGLT2 inhibitors.

Synthesis of polyhydroxylated quinolizidine and indolizidine scaffolds from sugar-derived lactams via a one-pot reduction/Mannich/Michael sequence

A direct approach to the synthesis of indolizidine and quinolizidine scaffolds of iminosugars is described. The presented strategy is based on a one-pot sugar lactam reduction with Schwartz's reagent followed by a diastereoselective Mannich/Michael tandem reaction of the resulting sugar imine with Danishefsky's diene. The stereochemical course of the investigated reaction has been explained in detail. The obtained bicyclic products are attractive building blocks for the synthesis of various naturally occurring polyhydroxylated alkaloids and their derivatives.