2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

Base Information

Chemical Name:2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate
CAS No.:1415680-17-9
Molecular Formula:C₃₃H₃₆O₁₅
Molecular Weight:672.64
Hs Code.:

Synonyms:2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

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Chemical Property of 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

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Technology Process of 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

There total 3 articles about 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate 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%

: 122186-40-7
2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol

: 55882-65-0,108608-07-7,50906-12-2
4-acetoxyferuloyl chloride

: 1415680-17-9
2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

Guidance literature:: With pyridine; In chloroform; at 20 ℃; for 24h;
DOI:10.1016/j.carres.2012.10.006

Reference yield:

: 90-02-8
salicylaldehyde

: 1415680-17-9
2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / water; acetone / 24 h / 20 °C

2: sodium tetrahydroborate; cetyltrimethylammonim bromide / water; chloroform / 2 h / 20 °C

3: pyridine / chloroform / 24 h / 20 °C

With pyridine; sodium tetrahydroborate; cetyltrimethylammonim bromide; sodium hydroxide; In chloroform; water; acetone; 1: |Koenigs-Knorr Glycosidation;
DOI:10.1016/j.carres.2012.10.006

Reference yield:

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 1415680-17-9
2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / water; acetone / 24 h / 20 °C

2: sodium tetrahydroborate; cetyltrimethylammonim bromide / water; chloroform / 2 h / 20 °C

3: pyridine / chloroform / 24 h / 20 °C

With pyridine; sodium tetrahydroborate; cetyltrimethylammonim bromide; sodium hydroxide; In chloroform; water; acetone; 1: |Koenigs-Knorr Glycosidation;
DOI:10.1016/j.carres.2012.10.006