methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

Base Information

Chemical Name:methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate
CAS No.:940867-20-9
Molecular Formula:C₂₆H₂₈O₁₁
Molecular Weight:516.502
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

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Chemical Property of methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

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Technology Process of methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

There total 2 articles about methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate 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: 55.0%

: 13826-35-2
3-Phenoxybenzyl alcohol

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 940867-20-9
methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at -20 ℃; for 12h;
DOI:10.1021/jf063282g

Reference yield:

: 3082-96-0,5432-32-6,7355-18-2,19231-41-5,30628-06-9,30628-07-0,40268-90-4,40268-95-9,40269-24-7,104195-05-3,108032-41-3
methyl 1,2,3,4-tetra-O-acetyl-α,β-D-glucopyranosyluronate

: 940867-20-9
methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / hydrobromic acid / CH₂Cl₂; acetic acid / 3 h / 20 °C

2: 55 percent / silver trifluoromethanesulfonate; tetramethylurea / CH₂Cl₂ / 12 h / -20 °C

With hydrogen bromide; silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; acetic acid; 2: Koenigs-Knorr reaction;
DOI:10.1021/jf063282g

Reference yield: 40.0%

: 940867-20-9
methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate

: 65658-93-7
1-(3-phenoxybenzyl)-β-D-glucuronide

Guidance literature:: methyl 2,3,4-tri-O-acetyl-1-(3-phenoxybenzyl)-β-D-glucopyranouronate; With sodium methylate; In methanol; at 20 ℃; for 24h;

With barium dihydroxide; In methanol; at 20 ℃; for 24h; Further stages.;
DOI:10.1021/jf063282g