octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 259544-01-9
• Molecular Formula: C₆₂H₇₂O₁₁
• Molecular Weight: 993.247

Synonyms:octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 2 articles about octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-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: 72.0%

octyl 2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (259544-00-8) → octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (259544-01-9)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 1.5h;

DOI:10.1021/ja993004g

Reference yield:

octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (259543-99-2) → octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (259544-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / PdCl₂ / methanol / 4 h / 20 °C

2: 72 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h

With Dess-Martin periodane; palladium dichloride; In methanol; dichloromethane; 1: deallylation / 2: Oxidation;

DOI:10.1021/ja993004g

Reference yield: 90.0%

methyllithium (917-54-4) + octyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (259544-01-9) → octyl 2,4,6-tri-O-benzyl-3-C-methyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (259544-02-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

DOI:10.1021/ja993004g

upstream raw materials:

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

octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

octyl 2,4,6-tri-O-benzyl-3-C-methyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

octyl 2,4,6-tri-O-benzyl-3-C-allyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

octyl 2,4,6-tri-O-benzyl-3-C-allyl-β-D-gulopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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