8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside
• CAS No.: 100644-75-5
• Molecular Formula: C₂₉H₄₂O₁₁
• Molecular Weight: 566.646

Synonyms:8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

Chemical Property of 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

There total 2 articles about 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-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: 68.0%

3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride (55287-60-0) + methyl 9-hydroxynonanoate (34957-73-8) → 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside (100644-75-5)

Guidance literature:

With calcium sulfate; silver perchlorate; silver carbonate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0008-6215(00)90718-3

Reference yield:

3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranose (100759-92-0) → 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside (100644-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylchloroforminium chloride

2: 68 percent / silver perchlorate, silver carbonate, Drierite / CH₂Cl₂ / 2 h / 0 °C

With calcium sulfate; Vilsmeier reagent; silver perchlorate; silver carbonate; In dichloromethane;

DOI:10.1016/S0008-6215(00)90718-3

Reference yield:

8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside (100644-75-5) → 8-methoxycarbonyl-octyl-2-O-benzyl-α-D-glucopyranoside (161453-85-6)

Guidance literature:

With sodium methylate; In methanol; at 22 ℃; for 5h;

DOI:10.1016/S0008-6215(96)00242-X

upstream raw materials:

3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride

methyl 9-hydroxynonanoate

3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranose

Downstream raw materials:

8-methoxycarbonyl-octyl-2-O-benzyl-α-D-glucopyranoside

8-Methoxycarbonyloctyl 2-O-benzyl-4,6-O-p-methoxy-benzylidene-α-D-glucopyranoside

8-Methoxycarbonyloctyl 2-O-benzyl-4,6-O-p-methoxy-benzylidene-3-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

8-Methoxycarbonyloctyl 2-O-benzyl-4,6-O-p-methoxy-benzylidene-3-O-(2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

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