benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 132628-02-5
• Molecular Formula: C₆₀H₅₆O₁₃
• Molecular Weight: 985.097

Synonyms:benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 2 articles about benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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: 80.0%

benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (67831-42-9) + methyl 2,3,4-tri-O-benzoyl-1-thio-α-D-arabinopyranoside (132628-01-4) → benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (132628-02-5)

Guidance literature:

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(91)80154-F

Reference yield:

2,3,4-tri-O-benzoyl-β-D-arabinopyranosyl bromide (40010-17-1) → benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (132628-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / H₂O; acetone / 0.67 h / Ambient temperature

2: 80 percent / dimethyl(methylthio)sulfonium triflate (DMTST) / CH₂Cl₂ / 2 h / Ambient temperature

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; water; acetone;

DOI:10.1016/0008-6215(91)80154-F

Reference yield: 92.0%

benzyl O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (132628-02-5) → benzyl O-α-D-arabinopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (132628-03-6)

Guidance literature:

With sodium methylate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(91)80154-F

upstream raw materials:

benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

methyl 2,3,4-tri-O-benzoyl-1-thio-α-D-arabinopyranoside

2,3,4-tri-O-benzoyl-β-D-arabinopyranosyl bromide

Downstream raw materials:

benzyl O-α-D-arabinopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl O-(2,3-anhydro-α-D-ribopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl O-(3,4-O-isopropylidene-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl O-(2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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