methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside
• CAS No.: 1379595-07-9
• Molecular Formula: C₇₀H₇₉N₃O₁₂Si
• Molecular Weight: 1182.5

Synonyms:methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

There total 5 articles about methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-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: 100.0%

methyl 6-O-(tert-butyldimethylsilyl)-α-D-glucopyranoside (63734-12-3,74247-81-7,74247-82-8,74264-88-3) + 6-((4’-cyano-[1,1’-biphenyl]-4-yl)oxy)hexanoic acid (80058-83-9) → methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside (1379595-07-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 336h;

DOI:10.1002/chem.201102193

Reference yield:

4-Cyano-4'-hydroxybiphenyl (19812-93-2) → methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside (1379595-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; potassium iodide / butanone

2: Jones reagent / acetone

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 336 h / 20 °C

With dmap; Jones reagent; potassium carbonate; dicyclohexyl-carbodiimide; potassium iodide; In dichloromethane; acetone; butanone; 2: Jones oxidation;

DOI:10.1002/chem.201102193

Reference yield:

1-bromo-6-hexanol (4286-55-9) → methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside (1379595-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; potassium iodide / butanone

2: Jones reagent / acetone

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 336 h / 20 °C

With dmap; Jones reagent; potassium carbonate; dicyclohexyl-carbodiimide; potassium iodide; In dichloromethane; acetone; butanone; 2: Jones oxidation;

DOI:10.1002/chem.201102193

upstream raw materials:

methyl 6-O-(tert-butyldimethylsilyl)-α-D-glucopyranoside

6-((4’-cyano-[1,1’-biphenyl]-4-yl)oxy)hexanoic acid

1-bromo-6-hexanol

4-Cyano-4'-hydroxybiphenyl

Downstream raw materials:

methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-glucopyranoside

1-O-methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-glucopyranuronic acid

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