2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate
CAS No.:250740-62-6
Molecular Formula:C₄₉H₄₂Cl₃NO₁₄
Molecular Weight:975.23
Hs Code.:

Synonyms:2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

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Chemical Property of 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

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Technology Process of 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

There total 9 articles about 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-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: 84.0%

: 545-06-2
trichloroacetonitrile

: 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α-D-glucopyranose

: 250740-62-6
2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

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

Reference yield:

: 98-88-4
benzoyl chloride

: 250740-62-6
2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine

2: 81 percent / trifluoromethanesulfonic acid; N-iodosuccinimide / CH₂Cl₂; tetrahydrofuran; H₂O

3: 84 percent / cesium carbonate / CH₂Cl₂ / 2 h

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; caesium carbonate; In tetrahydrofuran; dichloromethane; water; 1: Acylation / 2: Substitution / 3: Esterification;
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

: 250740-62-6
2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

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

2: 87 percent / pyridine / 12 h

3: 76 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / 6 h

4: NaOMe / methanol / 4 h

5: pyridine

6: 81 percent / trifluoromethanesulfonic acid; N-iodosuccinimide / CH₂Cl₂; tetrahydrofuran; H₂O

7: 84 percent / cesium carbonate / CH₂Cl₂ / 2 h

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; sodium methylate; caesium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; 1: Etherification / 2: Acetylation / 3: Ring cleavage / 4: Deacetylation / 5: Acylation / 6: Substitution / 7: Esterification;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k