methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside

Base Information

• Chemical Name: methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside
• CAS No.: 1359987-92-0
• Molecular Formula: C₆₀H₆₂O₂₁
• Molecular Weight: 1119.14

Synonyms:methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside

Chemical Property of methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside

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Technology Process of methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside

There total 3 articles about methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside 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: 75.0%

p-tolyl 2-O-benzoyl-5,6-O-isopropylidene-1-thio-β-D-galactofuranoside (1359987-83-9) + methyl 2,3,5-tri-O-benzoyl-β-D-galactofuranoside → methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside (1359987-91-9) + methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside (1359987-92-0)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 - -20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo300084g

Reference yield:

p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside (848900-41-4) → methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside (1359987-91-9) + methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside (1359987-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 0.5 h / -40 - -20 °C / Inert atmosphere; Molecular sieve

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane;

DOI:10.1021/jo300084g

Reference yield:

benzoyl chloride (98-88-4) → methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside (1359987-91-9) + methyl 2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->3)-2-O-benzoyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranoside (1359987-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 0.5 h / -40 - -20 °C / Inert atmosphere; Molecular sieve

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane;

DOI:10.1021/jo300084g

upstream raw materials:

p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside

p-tolyl 2-O-benzoyl-5,6-O-isopropylidene-1-thio-β-D-galactofuranoside

benzoyl chloride

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