benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside

Base Information

• Chemical Name: benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside
• CAS No.: 1229037-82-4
• Molecular Formula: C₇₉H₉₂O₁₆
• Molecular Weight: 1297.59

Synonyms:benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside

Chemical Property of benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside

Chemical Property:

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Technology Process of benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside

There total 2 articles about benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-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: 90.6%

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside (875878-34-5) + 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate (149707-75-5) → benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside (1229037-82-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; Molecular sieve;

DOI:10.1080/00397910903576602

Reference yield: 75.0%

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside (875878-34-5) + O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) trichloroacetimidate (149707-76-6) → benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside (1229037-82-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; Molecular sieve;

DOI:10.1080/10286020903405456

Reference yield: 90.0%

benzyl oleanolate 3-O-2″,3″,4″,6″-tetra-O-benzoyl-β-D-glucopyranosyl-(1→2)-3′,4′-O-isopropylidene-α-L-arabinopyranoside (1229037-82-4) → benzyl 3-O-[2-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-arabinopyranosyl]oleanolate (1229037-83-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 ℃;

DOI:10.1080/10286020903405456

upstream raw materials:

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside

O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) trichloroacetimidate

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

benzyl 3-O-[2-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-arabinopyranosyl]oleanolate

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