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

Base Information

• Chemical Name: 1-O-methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-mannopyranuronic acid
• CAS No.: 1379595-12-6
• Molecular Formula: C₆₄H₆₃N₃O₁₃
• Molecular Weight: 1082.22

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

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

Chemical Property:

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

There total 8 articles about 1-O-methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-mannopyranuronic acid 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: 90.0%

methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-mannopyranoside (1379595-10-4) → 1-O-methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-mannopyranuronic acid (1379595-12-6)

Guidance literature:

With Jones reagent; In acetone; at 20 ℃; for 1h;

DOI:10.1002/chem.201102193

Reference yield:

1-bromo-6-hexanol (4286-55-9) → 1-O-methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-mannopyranuronic acid (1379595-12-6)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate; potassium iodide / butanone

2: Jones reagent / acetone

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

4: methanol; iodine(I) bromide / dichloromethane / 20 °C

5: Jones reagent / acetone / 1 h / 20 °C

With methanol; dmap; Jones reagent; iodine(I) bromide; potassium carbonate; dicyclohexyl-carbodiimide; potassium iodide; In dichloromethane; acetone; butanone; 2: Jones oxidation;

DOI:10.1002/chem.201102193

Reference yield:

methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside (1379595-08-0) → 1-O-methyl 2,3,4-tri-O-[6-(4-cyanobiphenyl-4'-yloxy)hexanoyl]-α-D-mannopyranuronic acid (1379595-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; iodine(I) bromide / dichloromethane / 20 °C

2: Jones reagent / acetone / 1 h / 20 °C

With methanol; Jones reagent; iodine(I) bromide; In dichloromethane; acetone;

DOI:10.1002/chem.201102193

upstream raw materials:

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

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

1-bromo-6-hexanol

4-Cyano-4'-hydroxybiphenyl

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