133697-34-4

Basic information

• Product Name: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-manno-hept-1-enitol
• CAS NO: 133697-34-4
• Molecular Weight: 536.668
• Mol File: 133697-34-4.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-manno-hept-1-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-manno-hept-1-enitol(133697-34-4)
• EPA Substance Registry System: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-manno-hept-1-enitol(133697-34-4)

Safety Data

• Hazardous Substances Data: 133697-34-4(Hazardous Substances Data)

Upstream product

• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 7144-49-2 2-methanesulfonylbenzothiazole 
• 72174-24-4 (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-thiol 
• 97321-68-1 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-phenylseleno-D-glycero-D-ido-heptitol 
• 83-87-4 D-glucose pentaacetate 
• 38184-10-0 phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 38184-10-0 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside 
• 246864-25-5 methyl S,S-dioxo-2,3,4,6-tetra-O-benzyl-1-thio-D-glucopyranoside 
• 108-05-4 vinyl acetate 
• 97321-71-6 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-phenylseleninyl-D-glycero-D-ido-heptitol 
• 75-24-1 trimethylaluminum 
• 82598-88-7 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone 

Downstream Products

• 131603-38-8 (5R,6R,7S,8R)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-1,4-dioxa-spiro[2.5]octane 
• 138354-11-7 8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose 
• 1075227-34-7 C₄₂H₄₄N₂O₆ 
• 1075227-16-5 C₄₂H₄₄N₂O₆ 
• 1075227-30-3 C₄₅H₅₀N₂O₆ 
• 1075227-12-1 C₄₅H₅₀N₂O₆ 
• 1075227-22-3 C₄₄H₄₇NO₆ 
• 1075227-02-9 C₄₄H₄₇NO₆ 
• 1075227-20-1 C₄₃H₄₅NO₆ 
• 1075226-99-1 C₄₃H₄₅NO₆ 
• 1075227-28-9 C₄₄H₄₅NO₈ 
• 1075227-10-9 C₄₄H₄₅NO₈ 
• 1075227-26-7 C₄₃H₄₄ClNO₆ 
• 1075227-08-5 C₄₃H₄₄ClNO₆ 

Relevant articles and documents

Stereoselective Synthesis of C, C-Glycosides from exo-Glycals Enabled by Iron-Mediated Hydrogen Atom Transfer

We describe herein a convenient strategy for the construction of C,C-glycoside building blocks via the intermediacy of tertiary pseudoanomeric radicals. Application of an iron-mediated hydrogen atom transfer/Michael-Giese coupling enables the anomeric quaternization of readily available exo-glycals with good to complete stereocontrol in the pyranose and furanose series. Carefully optimized conditions allow the use of challenging trisubstituted derivatives prone to undergo further elaboration to stable neoglycoconjugates. Preliminary results for direct C-disaccharide synthesis are also discussed.

Highly stereoselective synthesis of aryl/heteroaryl-: C -nucleosides via the merger of photoredox and nickel catalysis

A photoredox/nickel dual-catalyzed decarboxylative cross-coupling reaction of anomeric ribosyl/deoxyribosyl acids with aryl/heteroaryl bromides has been developed. The reaction proceeds smoothly under visible-light irradiation and features the using of cost-effective and easily handled catalysts and starting materials, which allows the highly stereoselective synthesis of diverse aryl/heteroaryl-C-nucleosides in moderate to high yields.

Improved synthesis of the C-glucuronide/glycoside of 4-hydroxybenzylretinone (4-HBR)

Improvements in the synthesis of carbon-linked glucuronide/ glucoside conjugates of cancer chemopreventive retinoids have been achieved starting with 2,3,4,6-tetra-Obenzyl- D-glucopyranose. The revised approach demonstrates better yields, eliminates the use of an expensive, carcinogenic protecting group reagent, and avoids much painstaking chromatography. The new approach should allow synthesis of larger quantities of the agents for detailed animal and mechanistic studies.