octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside

Base Information

• Chemical Name: octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside
• CAS No.: 114682-44-9
• Molecular Formula: C₇₀H₅₈O₁₉
• Molecular Weight: 1203.22
• Mol file: 114682-44-9.mol

Synonyms:octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside

Chemical Property of octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside

There total 3 articles about octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

2,5,6,7-tetra-O-benzoyl-3-deoxy-β-D-gluco-heptofuranose (114682-39-2) → octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside (114682-44-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1016/0008-6215(87)80277-X

Reference yield: 22.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2,5,6,7-tetra-O-benzoyl-3-deoxy-β-D-gluco-heptofuranose (114682-39-2) → octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside (114682-44-9) + methyl 2,5,6,7-tetra-O-benzoyl-3-deoxy-α-D-gluco-heptofuranoside (114682-50-7) + methyl 2,5,6,7-tetra-O-benzoyl-3-deoxy-β-D-gluco-heptofuranoside (114682-41-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Yield given. Yields of byproduct given;

DOI:10.1016/0008-6215(87)80277-X

Reference yield:

2,5,6,7-tetra-O-benzoyl-3-deoxy-D-gluco-heptono-1,4-lactone (41356-10-9) → octa-O-benzoyl 3-deoxy-β-D-gluco-heptofuranosyl 3-deoxy-β-D-gluco-heptofuranoside (114682-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / bis(2-butyl-3-methyl)borane / tetrahydrofuran; CH₂Cl₂ / 22 h / Ambient temperature

2: 22 percent / boron trifluoride etherate / CH₂Cl₂

With boron trifluoride diethyl etherate; bis-(1,2-dimethylpropyl)borane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0008-6215(87)80277-X

upstream raw materials:

diazomethane

2,5,6,7-tetra-O-benzoyl-3-deoxy-β-D-gluco-heptofuranose

2,5,6,7-tetra-O-benzoyl-3-deoxy-D-gluco-heptono-1,4-lactone