[2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside

Base Information

• Chemical Name: [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside
• CAS No.: 647029-81-0
• Molecular Formula: C₂₄H₄₀O₉
• Molecular Weight: 472.576

Synonyms:[2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside

Chemical Property of [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside

Chemical Property:

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Technology Process of [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside

There total 2 articles about [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside 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:

(3S,4S,5R,6R)-3-Benzyloxy-2-(2,2-dimethoxy-ethoxy)-6-isopropoxymethyl-4,5-dimethoxy-tetrahydro-pyran → [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside (647029-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂ / Pd/C / methanol; H₂O / 1 h / 20 °C

2: KOH / dimethylsulfoxide

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; 2: Williamson reaction;

DOI:10.1021/jm020487h

Reference yield:

bromoethyl-2-benzyl ether (1462-37-9) + (3S,4R,5R,6R)-2-(2,2-Dimethoxy-ethoxy)-6-isopropoxymethyl-4,5-dimethoxy-tetrahydro-pyran-3-ol → [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside (647029-81-0) + [2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-α-D-mannopyranoside (647030-26-0)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide;

DOI:10.1021/jm020487h

Reference yield:

[2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isopropyl-3,4-di-O-methyl-β-D-mannopyranoside (647029-81-0) → [(2R,3S,4S,5R,6R)-3-(2-Benzyloxy-ethoxy)-6-isopropoxymethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy]-acetaldehyde

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm020487h

upstream raw materials:

bromoethyl-2-benzyl ether

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