benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

Base Information

Chemical Name:benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside
CAS No.:1637228-49-9
Molecular Formula:C₅₆H₈₀O₁₅
Molecular Weight:993.242
Hs Code.:

Synonyms:benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

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Chemical Property of benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

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Technology Process of benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

There total 6 articles about benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside 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: 76.0%

: 1637228-51-3
benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside

: 78-39-7
Triethyl orthoacetate

: 1637228-49-9
benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

Guidance literature:: benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside; Triethyl orthoacetate; With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;

With acetic acid; at 20 ℃; for 2h;
DOI:10.3390/molecules181215193

Reference yield:

: 875878-32-3
benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-arabinopyranoside

: 1637228-49-9
benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol; dichloromethane / 2 h / 20 °C

2.1: toluene-4-sulfonic acid / acetone / 4 h

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 20 °C / Molecular sieve

4.1: toluene-4-sulfonic acid / methanol; dichloromethane / 20 °C

5.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

5.2: 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetone;
DOI:10.3390/molecules181215193

Reference yield:

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

: 1637228-49-9
benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / acetone / 4 h

2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 20 °C / Molecular sieve

3.1: toluene-4-sulfonic acid / methanol; dichloromethane / 20 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

4.2: 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetone;
DOI:10.3390/molecules181215193