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

Base Information

• Chemical Name: benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-4-O-benzoyl-α-L-arabinopyranoside
• CAS No.: 1637228-47-7
• Molecular Formula: C₇₆H₈₈O₁₅
• Molecular Weight: 1241.53

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

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

Chemical Property:

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

There total 2 articles about benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-4-O-benzoyl-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:

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-benzoyl-α-L-arabinopyranoside (875878-30-1) → benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-4-O-benzoyl-α-L-arabinopyranoside (1637228-47-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.3390/molecules181215193

Reference yield:

benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl)-oleanolate (875878-36-7) + benzoyl chloride (98-88-4) → benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-benzoyl-α-L-arabinopyranoside (875878-30-1) + benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-4-O-benzoyl-α-L-arabinopyranoside (1637228-47-7)

Guidance literature:

benzyl 3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl)-oleanolate; With di(n-butyl)tin oxide; In toluene; for 1h; Reflux;

benzoyl chloride; In toluene; for 4h; Overall yield = 94 %; Overall yield = 309 mg;

DOI:10.3390/molecules181215193

Reference yield:

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-4-O-benzoyl-α-L-arabinopyranoside (1637228-47-7) + O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) → benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→3)]-3-O-benzoyl-α-L-arabinopyranoside (1637228-48-8)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

DOI:10.3390/molecules181215193

upstream raw materials:

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

benzoyl chloride

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

Downstream raw materials:

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→3)]-3-O-benzoyl-α-L-arabinopyranoside

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