81928-98-5

Basic information

• Product Name: 4,6-di-O-benzyl-D-galactal
• Synonyms: 4,6-di-O-benzyl-D-galactal
• CAS NO: 81928-98-5
• Molecular Weight: 326.392
• Mol File: 81928-98-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4,6-di-O-benzyl-D-galactal(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-di-O-benzyl-D-galactal(81928-98-5)
• EPA Substance Registry System: 4,6-di-O-benzyl-D-galactal(81928-98-5)

Safety Data

• Hazardous Substances Data: 81928-98-5(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 21193-75-9 D-galactal 
• 165816-37-5 4,6-di-O-benzyl-3-O-(4-methoxybenzyl)-D-galactal 
• 149561-64-8 (-)-(2R,3S)-3-(Benzyloxy)-2-<(benzyloxy)methyl>-2,3-dihydro-4H-pyran-4-one 
• 100-44-7 benzyl chloride 
• 4098-06-0 triacetyl-D-galactal 
• 80040-79-5 3,4,6-tri-O-benzyl-D-galactal 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 

Downstream Products

• 140460-23-7 4,6-Di-O-benzyl-3-O-(4-pentenoyl)-D-gulal 
• 140363-86-6 4,6-Di-O-benzyl-3-O-(4-pentenoyl)-D-galactal 
• 135192-33-5 O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1<*>3)-1,5-anhydro-4,6-di-O-benzyl-2-deoxy-D-lyxo-hex-1-enitol 
• 385421-77-2 4,6-di-O-benzyl-3-O-levulinoyl-D-galactal 
• 833460-36-9 3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone 
• 833460-34-7 methyl 3-azido-4,6-di-O-benzyl-2-deoxy-α-D-xylo-hexopyranoside 
• 833460-32-5 methyl 4,6-di-O-benzyl-2-deoxy-3-O-mesyl-α-D-lyxo-hexopyranoside 
• 373606-20-3 dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate 
• 385421-78-3 dibutyl 4,6-di-O-benzyl-3-O-levulinoyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate 
• 385421-82-9 n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside 
• 385421-81-8 n-pentenyl 4,6-di-O-benzyl-3-O-levulinyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside 
• 1053182-38-9 methyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 161835-78-5 p-methylphenyl 4,6-di-O-benzyl-2,3-dideoxy-D-threo-hex-2-enopyranoside 

Relevant articles and documents

Study of the stereoselectivity of 2-azido-2-deoxygalactosyl donors: Remote protecting group effects and temperature dependency

The stereoselectivity of glycosylation reactions is affected by many factors. Synthesis of 1,2-cis glycosidic linkages (such as α linkages in glucose and galactose like monosaccharides) is challenging due to lack of control of the stereoselectivity. Our s

Linear synthesis of the tumor-associated carbohydrate antigens Globo-H, Ssea-3, and Gb3

The tumor-associated carbohydrate antigens Globo-H, SSEA-3, and Gb3 were synthesized in a linear fashion using glycosyl phosphate monosaccharide building blocks. All of the building blocks were prepared from readily available common precursors. The difficult α-(1→-4-cis)-galactosidic linkage was installed using a galactosyl phosphate donor with high selectivity. Introduction of the β-galactosamine unit required the screening a variety of amine protecting groups to ensure good donor reactivity and protecting group compatibility. An N-trichloroacetyl-protected galactosamine donor performed best for the installation of the β-glycosidic linkage. Conversion of the trichloroacetyl group to the N-acetyl group was achieved under mild conditions, fully compatible with the presence of multiple glycosidic bonds. This synthetic strategy is expected to be amenable to the synthesis of the globo-series of tumor antigens on solid-support.

Simple oxidation of 3-O-silylated glycals: Application in deblocking 3-0-protected glycals

A high yielding allylic oxidation of 3-O-siIylated glycals 5-10 with the reagent system PhI(OAc)2-TMSN3 is presented. The iodine(m) species generated under these conditions is a lot more effective for generating carbohydrate-derived 3-trialkylsiloxy-2,3-d