methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside
• CAS No.: 1504584-79-5
• Molecular Formula: C₄₃H₄₀O₁₁
• Molecular Weight: 732.784

Synonyms:methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside

There total 2 articles about methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-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: 95.0%

methyl 2,3,4-tri-O-benzoylglucopyranoside (34234-44-1) + 4-(naphthalen-2-ylmethoxy)butanoic acid (1504584-75-1) → methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside (1504584-79-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3cc49205b

Reference yield:

2-bromomethylnaphthyl bromide (939-26-4) → methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside (1504584-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / toluene / 48 h / Reflux; Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

With dmap; dicyclohexyl-carbodiimide; potassium hydroxide; In dichloromethane; toluene;

DOI:10.1039/c3cc49205b

Reference yield: 94.0%

methyl 2,3,4-tri-O-benzoyl-6-(4-(4-naphthalen-2-ylmethoxy)butanoyl)-α-D-glucopyranoside (1504584-79-5) → methyl 2,3,4-tri-O-benzoylglucopyranoside (34234-44-1)

Guidance literature:

With trifluoroacetic acid; In toluene; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c3cc49205b

upstream raw materials:

methyl 2,3,4-tri-O-benzoylglucopyranoside

4-(naphthalen-2-ylmethoxy)butanoic acid

2-bromomethylnaphthyl bromide

Downstream raw materials:

methyl 2,3,4-tri-O-benzoylglucopyranoside

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