allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside

Base Information

• Chemical Name: allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside
• CAS No.: 1049319-04-1
• Molecular Formula: C₆₈H₈₆O₁₄
• Molecular Weight: 1127.42

Synonyms:allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside

Chemical Property of allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside

Chemical Property:

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Technology Process of allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside

There total 1 articles about allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(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: 99.0%

allyl betulinate 3β-O-3,4-O-isopropylidene-α-L-arabinopyranoside (1049319-03-0) + 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate (161007-95-0) → allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside (1049319-04-1)

Guidance literature:

allyl betulinate 3β-O-3,4-O-isopropylidene-α-L-arabinopyranoside; 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate; With 4 A molecular sieve; In dichloromethane; for 0.666667h;

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1.5h; Further stages.;

DOI:10.1016/j.tet.2008.05.029

Reference yield: 85.0%

allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside (1049319-04-1) → betulinic acid 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside (1049319-05-2)

Guidance literature:

With pyrrolidine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tet.2008.05.029

Reference yield: 70.0%

allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside (1049319-04-1) → allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside (1049318-95-7)

Guidance literature:

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

DOI:10.1016/j.tet.2008.05.029

upstream raw materials:

allyl betulinate 3β-O-3,4-O-isopropylidene-α-L-arabinopyranoside

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate

Downstream raw materials:

betulinic acid 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-arabinopyranoside

allyl betulinate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside

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