(1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside

Base Information

• Chemical Name: (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside
• CAS No.: 1430399-10-2
• Molecular Formula: C₂₃H₂₈O₁₂
• Molecular Weight: 496.468
• Mol file: 1430399-10-2.mol

Synonyms:(1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside

Chemical Property of (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside

There total 3 articles about (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside 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: 79.0%

methyl 3-(hydroxymethyl)benzoate (67853-03-6) + 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) → (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside (1430399-10-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.carres.2013.02.009

Reference yield: 44.0%

methyl 3-(hydroxymethyl)benzoate (67853-03-6) + 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) → (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside (1430399-10-2) + methyl 6-acetoxymethylbenzoate (56526-08-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.carres.2013.02.009

Reference yield:

dimethyl Isophthalate (1459-93-4) → (1-methoxycarbonylphen-3-yl)methyl 2,3,4,6-tetra-O-acetyl-β-D-galactoside (1430399-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; acetone / 20 °C / Inert atmosphere

1.2: 20 °C / pH Ca_. 1 / Inert atmosphere

2.1: dimethylsulfide borane complex / tetrahydrofuran / 6.75 h / 7 - 20 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / -20 °C / Inert atmosphere

With dimethylsulfide borane complex; boron trifluoride diethyl etherate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1016/j.carres.2013.02.009

upstream raw materials:

methyl 3-(hydroxymethyl)benzoate

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

dimethyl Isophthalate