3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

Base Information

Chemical Name:3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate
CAS No.:250740-56-8
Molecular Formula:C₂₉H₃₈O₁₃S
Molecular Weight:626.679
Hs Code.:

Synonyms:3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

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Chemical Property of 3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

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Technology Process of 3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

There total 2 articles about 3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate 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: 87.0%

: 108-24-7
acetic anhydride

: 250740-54-6
3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

: 250740-56-8
3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

Guidance literature:: With pyridine; for 12h;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k

Reference yield:

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 250740-56-8
3,4-di-O-acetyl-β-L-rhamnopyranose 1,2-(ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranose-3-yl) orthoacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; tetrahydrofuran / 0.5 h / -40 °C

2: 87 percent / pyridine / 12 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; 1: Etherification / 2: Acetylation;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k