allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:765910-45-0
Molecular Formula:C₂₃H₂₆Cl₃NO₈
Molecular Weight:550.82
Hs Code.:

Synonyms:allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

There total 5 articles about allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside 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%

: 123-76-2
levulinic acid

: allyl 4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 765910-45-0
allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With dmap; diisopropyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere; Darkness;
DOI:10.1002/adsc.201000008

Reference yield:

: 1061181-49-4
allyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 765910-45-0
allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium hydroxide / methanol / 15 h / 20 °C / Inert atmosphere; Schlenk technique

2: toluene-4-sulfonic acid / acetonitrile / 3 h / 40 °C / Inert atmosphere; Schlenk technique

3: dmap; diisopropyl-carbodiimide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

With dmap; ammonium hydroxide; toluene-4-sulfonic acid; diisopropyl-carbodiimide; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/chem.201701238

Reference yield:

: 161545-20-6
3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-α-D-glucopyranosyl bromide

: 765910-45-0
allyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 2 h / Inert atmosphere; Schlenk technique; Molecular sieve

1.2: 16 h / Inert atmosphere; Schlenk technique; Molecular sieve

2.1: ammonium hydroxide / methanol / 15 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: toluene-4-sulfonic acid / acetonitrile / 3 h / 40 °C / Inert atmosphere; Schlenk technique

4.1: dmap; diisopropyl-carbodiimide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

With dmap; ammonium hydroxide; toluene-4-sulfonic acid; diisopropyl-carbodiimide; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/chem.201701238