4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester

Base Information

• Chemical Name: 4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester
• CAS No.: 704885-44-9
• Molecular Formula: C21H24O12
• Molecular Weight: 468.414
• Mol file: 704885-44-9.mol

Synonyms:4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester

Chemical Property of 4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester

Chemical Property:

• PSA: 149.96000
• LogP: 0.57950
• Solubility.: Acetone, Chloroform, Dichloromethane, Dimethyl Formamide, Ethyl Acetate, Methano

Purity/Quality:

4-Formyl-2-methoxyphenylβ-D-GlucopyranosiduronicAcidTriacetateMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester is used in the preparation of epothilone-saccharide conjugates for the treatment of proliferative diseases.

Technology Process of 4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester

There total 1 articles about 4-ForMyl-2-Methoxyphenyl β-D-Glucopyranosiduronic Acid Triacetate Methyl Ester 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: 70.0%

vanillin (121-33-5,8014-42-4) + 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → β-D-glucopyranosiduronic acid 4-formyl-2-methoxyphenyl methyl ester triacetate (704885-44-9)

Guidance literature:

With silver(l) oxide; In quinoline; at 0 - 20 ℃; for 2h; Darkness;

DOI:10.1016/j.bmc.2013.11.006

Reference yield: 78.0%

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1,4-hexadien-3-one (914394-75-5) + β-D-glucopyranosiduronic acid 4-formyl-2-methoxyphenyl methyl ester triacetate (704885-44-9) → C34H36O15

Guidance literature:

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1,4-hexadien-3-one; With boron trioxide; In ethyl acetate; at 85 ℃; for 0.5h;

β-D-glucopyranosiduronic acid 4-formyl-2-methoxyphenyl methyl ester triacetate; With boric acid tributyl ester; In ethyl acetate; at 85 ℃; for 1h; Further stages;

Reference yield: 25.0%

β-D-glucopyranosiduronic acid 4-formyl-2-methoxyphenyl methyl ester triacetate (704885-44-9) + vanillin (121-33-5,8014-42-4) → curcumin β-D-glucopyranosiduronic acid 2,3,4-tri-O-acetyl methyl ester + bis-[2,3,4-tri-O-acetyl, β-d-glucopyranosiduronic acid methyl ester]curcumin + 5-hydroxy-1,7-bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,4,6-trien-3-one (98885-93-9,147556-16-9,115851-80-4)

Guidance literature:

vanillin; With O₂B₆; In ethyl acetate; at 80 ℃; for 0.5h;

β-D-glucopyranosiduronic acid 4-formyl-2-methoxyphenyl methyl ester triacetate; With boric acid tributyl ester; In ethyl acetate; at 85 ℃; for 0.5h; Further stages;

DOI:10.1016/j.bmc.2013.11.006

upstream raw materials:

vanillin

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

Downstream raw materials:

5-hydroxy-1,7-bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,4,6-trien-3-one