methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside
• CAS No.: 1313374-86-5
• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.439
• Mol file: 1313374-86-5.mol

Synonyms:methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside

Chemical Property of methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside

There total 4 articles about methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-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: 81.0%

methyl 3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside (138811-32-2) + acetyl chloride (75-36-5) → methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside (1313374-86-5)

Guidance literature:

With pyridine; In dichloromethane; Cooling with ice;

DOI:10.1016/j.carres.2011.03.012

Reference yield:

methyl beta-D-glucopyranoside (709-50-2) → methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside (1313374-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid; orthoformic acid triethyl ester

2: pyridine

3: pyridine / dichloromethane / Cooling with ice

With pyridine; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In dichloromethane;

DOI:10.1016/j.carres.2011.03.012

Reference yield:

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (71117-37-8) → methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside (1313374-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine / dichloromethane / Cooling with ice

With pyridine; In dichloromethane;

DOI:10.1016/j.carres.2011.03.012

upstream raw materials:

methyl 3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside

acetyl chloride

benzaldehyde

methyl beta-D-glucopyranoside

Downstream raw materials:

methyl 2-O-acetyl-3-O-benzoyl-β-D-glucopyranoside

methyl 2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-β-D-glucopyranoside

methyl 2-O-acetyl-3-O-allyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-β-D-glucopyranoside

methyl 3,4,6-tri-O-benzoyl-β-D-glucopyranoside