methyl O³-benzoyl-β-D-galactoside

Base Information

• Chemical Name: methyl O³-benzoyl-β-D-galactoside
• CAS No.: 71454-34-7
• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.293
• Mol file: 71454-34-7.mol

Synonyms:methyl O³-benzoyl-β-D-galactoside

Chemical Property of methyl O³-benzoyl-β-D-galactoside

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of methyl O³-benzoyl-β-D-galactoside

There total 11 articles about methyl O³-benzoyl-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: 99.0%

benzoyl chloride (98-88-4) + methyl beta-D-glucopyranoside (709-50-2) + methyl beta-D-galactopyranoside (1824-94-8) → methyl O3-benzoyl-β-D-galactoside (71454-34-7) + methyl O6-benzoyl-β-D-glucoside (21056-50-8)

Guidance literature:

methyl beta-D-glucopyranoside; methyl beta-D-galactopyranoside; With dibutyltin chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

benzoyl chloride; With 1,2,2,6,6-pentamethylpiperidine; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; chemoselective reaction;

DOI:10.1021/jo3024279

Reference yield: 96.0%

benzoyl chloride (98-88-4) + methyl beta-D-galactopyranoside (1824-94-8) → methyl O3-benzoyl-β-D-galactoside (71454-34-7)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(00)01492-1

Reference yield: 6.0%

methyl beta-D-galactopyranoside (1824-94-8) + benzoyl methyl phosphate → methyl 6-O-benzoyl-β-D-galactopyranoside (71454-33-6) + methyl O3-benzoyl-β-D-galactoside (71454-34-7) + methyl 4-O-benzoyl- β-D-galactopyranoside + methyl 3-O-benzoyl-β-D-galactopyranoside

Guidance literature:

With lead(II) nitrate; triethylamine; In water; at 4 ℃; for 72h;

DOI:10.1021/acs.joc.7b03142

upstream raw materials:

benzoyl chloride

methyl beta-D-galactopyranoside

methyl-alpha-D-glucopyranoside

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

Downstream raw materials:

methyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Refernces

• 1、 Li, Yuyang,Kluger, Ronald. "Lead-Catalyzed Aqueous Benzoylation of Carbohydrates with an Acyl Phosphate Ester". . p. 7360 - 7365. Retrieved 2018/07/29.
• 2、 Dhiman, Raj S.,Kluger, Ronald. "Magnesium ion enhances lanthanum-promoted monobenzoylation of a monosaccharide in water". supporting information; experimental part. p. 2006 - 2008. Retrieved 2010/07/03.