benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Base Information

• Chemical Name: benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside
• CAS No.: 104731-82-0
• Molecular Formula: C₅₀H₅₆O₁₀
• Molecular Weight: 816.989

Synonyms:benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Chemical Property of benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

There total 2 articles about benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 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: 72.7%

benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside (104731-78-4) + benzyl chloride (100-44-7) → benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside (104731-82-0)

Guidance literature:

With potassium hydroxide; at 130 - 140 ℃; for 2h;

DOI:10.1016/S0008-6215(00)90396-3

Reference yield:

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (53270-14-7) + 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside (104731-82-0) + benzyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose; With 2,4,6-tri-tertbutylpyridine; dimethylsulfide; trifluoromethylsulfonic anhydride; In dichloromethane; at -45 - 23 ℃; for 1.5h;

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside; In dichloromethane; at 23 ℃; for 8h;

DOI:10.1021/ja015968p

Reference yield: 45.6%

benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside (104731-82-0) → benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-α-L-rhamnopyranoside (104731-75-1)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 2h; Heating;

DOI:10.1016/S0008-6215(00)90396-3

upstream raw materials:

benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

benzyl chloride

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

Downstream raw materials:

benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>4)-α-L-rhamnopyranoside

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