O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

Base Information

Chemical Name:O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate
CAS No.:1259035-90-9
Molecular Formula:C₂₅H₂₈Cl₃NO₁₀
Molecular Weight:608.857
Hs Code.:

Synonyms:O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

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Chemical Property of O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

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Technology Process of O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

There total 4 articles about O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate 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: 96.0%

: 4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranose

: 545-06-2
trichloroacetonitrile

: 1259035-90-9
O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

Guidance literature:: With caesium carbonate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2012.04.017

Reference yield:

: p-tolyl 2,3-di-O-levulinoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 545-06-2
trichloroacetonitrile

: 1259035-90-9
O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

Guidance literature:: p-tolyl 2,3-di-O-levulinoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside; With trichloroisocyanuric acid; In water; acetone; at 0 ℃;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃;
DOI:10.1021/acs.joc.8b01274

Reference yield:

: 219518-19-1
4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 1259035-90-9
O-(4,6-O-benzylidene-2,3-di-O-levulinyl-D-glucopyranosyl)trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.1: trichloroisocyanuric acid / acetone; water / 0 °C

2.2: 20 °C

With dmap; trichloroisocyanuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; acetone;
DOI:10.1021/acs.joc.8b01274