2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose

Base Information

• Chemical Name: 2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose
• CAS No.: 97415-74-2
• Molecular Formula: C₂₇H₃₂O₁₄
• Molecular Weight: 580.543

Synonyms:2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose

Chemical Property of 2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose

Chemical Property:

Purity/Quality:

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Technology Process of 2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose

There total 1 articles about 2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose 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:

acetic anhydride (108-24-7) + 1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-glucopyranose (56838-36-9,56889-22-6,97415-75-3,97415-76-4) → 2I,II,3I,II-tetra-O-acetyl-4II,6II-O-benzylidene-1I,6Ianhydro-β-cellobiose (97415-74-2)

Guidance literature:

With pyridine; for 6h; Yield given; Ambient temperature;

DOI:10.1016/0008-6215(85)85222-8

Reference yield: 88.0%

2I,II,3I,II-tetra-O-acetyl-4II,6II-O-benzylidene-1I,6Ianhydro-β-cellobiose (97415-74-2) → 1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-glucopyranose (56838-36-9,56889-22-6,97415-75-3,97415-76-4)

Guidance literature:

With sodium methylate; In methanol; for 10h; Ambient temperature;

DOI:10.1016/0008-6215(85)85222-8

Reference yield:

2I,II,3I,II-tetra-O-acetyl-4II,6II-O-benzylidene-1I,6Ianhydro-β-cellobiose (97415-74-2) → O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-26-6,99571-45-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / sodium methoxide / methanol / 10 h / Ambient temperature

2: 1.) pyridine; 2.) pyridine / 1.) r.t., 10 h; 2.) r.t., 6 h

3: 94 percent / hydrazine monohydrate / methanol; various solvent(s) / 10 h / Ambient temperature

4: 6 percent / 2,4,6-collidine / CH₂Cl₂ / -60 °C

With pyridine; 2,4,6-trimethyl-pyridine; sodium methylate; hydrazine hydrate; In methanol; dichloromethane;

DOI:10.1016/0008-6215(85)85222-8

upstream raw materials:

acetic anhydride

1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-glucopyranose

Downstream raw materials:

1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-glucopyranose

(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

(2,3-di-O-acetyl-6-O-benzoyl-4-O-trichloroacetyl-β-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-1,6-anhydro-β-D-glucopyranose

(2,3-di-O-acetyl-6-O-benzoyl-4-O-trichloroacetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

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