benzyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside]

Base Information

• Chemical Name: benzyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside]
• CAS No.: 57764-18-8
• Molecular Formula: C₃₃H₄₂O₁₈
• Molecular Weight: 726.686

Synonyms:benzyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside]

Chemical Property of benzyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside]

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of benzyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside]

There total 8 articles about benzyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside] 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: 66.0%

D-cellobiose octaacetate (5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,3616-19-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl hepta-O-acetyl-α,β-cellobioside (57764-18-8,67310-47-8,67310-49-0,67310-50-3,67310-52-5,67310-53-6,71238-74-9,71238-92-1,104874-30-8)

Guidance literature:

tin(IV) chloride; In acetonitrile; for 24h; Product distribution; Ambient temperature; variation of catalyst;

DOI:10.1016/0008-6215(87)80018-6

Reference yield:

α-hepta-O-acetylmaltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0,42385-75-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-[O2,O3,O6-triacetyl-O4-(tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside] (57764-18-8)

Guidance literature:

With diethyl ether; silver carbonate;

Reference yield:

Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (69308-57-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl hepta-O-acetyl-α,β-cellobioside (57764-18-8,67310-47-8,67310-49-0,67310-50-3,67310-52-5,67310-53-6,71238-74-9,71238-92-1,104874-30-8)

Guidance literature:

With iron(III) chloride; In nitromethane; at 25 ℃; for 1h;

DOI:10.1016/j.carres.2004.07.016

upstream raw materials:

α-hepta-O-acetylmaltosyl bromide

benzyl alcohol

D-cellobiose octaacetate

Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Downstream raw materials:

benzyl-{O⁴-[O⁴,O⁶-((R)-benzylidene)-α-D-glucopyranosyl]-β-D-glucopyranoside}

benzyl O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

benzyl α,β-cellobioside

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