methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside
• CAS No.: 192223-18-0
• Molecular Formula: C₅₄H₄₆O₁₆
• Molecular Weight: 950.95

Synonyms:methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside

There total 5 articles about methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside 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: 85.0%

2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl bromide (42868-96-2) + methyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside (34820-02-5) → methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside (192223-18-0)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1080/07328309708007326

Reference yield:

benzoyl chloride (98-88-4) → methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside (192223-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / pyridine / Ambient temperature

2: 88 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / CH₂Cl₂; H₂O / 24 h / Ambient temperature

3: 85 percent / sym collidine, silver triflate / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1080/07328309708007326

Reference yield:

methyl 3-O-(4-methoxybenzyl)-β-D-galactopyranoside (187458-80-6) → methyl 2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranoside (192223-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / pyridine / Ambient temperature

2: 88 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / CH₂Cl₂; H₂O / 24 h / Ambient temperature

3: 85 percent / sym collidine, silver triflate / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1080/07328309708007326

upstream raw materials:

2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl bromide

methyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

benzoyl chloride

methyl 3-O-(4-methoxybenzyl)-β-D-galactopyranoside

Downstream raw materials:

2,3,4-tri-O-benzyl-3-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)-β-D-galactopyranosyl chloride

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