benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

Base Information

Chemical Name:benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate
CAS No.:875878-35-6
Molecular Formula:C₇₂H₈₈O₁₄
Molecular Weight:1177.48
Hs Code.:

Synonyms:benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

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Chemical Property of benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

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Technology Process of benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

There total 7 articles about benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate 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: 79.0%

: 875878-34-5
benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside

: perbenzoylated rhamnosyl trichloroacetimidate

: 875878-35-6
benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 2h; Molecular sieve;
DOI:10.3390/molecules181215193

Reference yield: 79.0%

: 875878-34-5
benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside

: 161007-95-0
2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate

: 875878-35-6
benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/j.carres.2005.10.015

Reference yield:

: 875878-33-4
3-O-β-D-arabinopyranose oleanolic acid benzyl ester

: 875878-35-6
benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranosyl)-oleanolate

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / TsOH / acetone / 0 - 20 °C

2: 79 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 2 h / -78 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane; acetone;
DOI:10.1016/j.carres.2005.10.015