2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose

Base Information

• Chemical Name: 2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose
• CAS No.: 105453-31-4
• Molecular Formula: C₁₉H₂₃NO₈
• Molecular Weight: 393.394
• Mol file: 105453-31-4.mol

Synonyms:2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose

Chemical Property of 2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose

There total 1 articles about 2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose 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: 76.0%

acetic anhydride (108-24-7) + 2-acetamido-4,6-O-benzylidene-2-deoxy-D-glucopyranose (28297-52-1,52050-06-3,135637-06-8,29776-43-0) → 2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose (105453-31-4) + 2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranose (105453-30-3)

Guidance literature:

With pyridine; In dichloromethane; for 15h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/0008-6215(90)84083-7

Reference yield: 100.0%

2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose (105453-31-4) + allyl alcohol (107-18-6) → allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (508194-14-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; tetramethylurea; In dichloromethane; for 10h; Heating;

DOI:10.1016/0008-6215(90)84083-7

Reference yield: 54.0%

2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose (105453-31-4) + Allyl O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (148979-88-8) → C74H81NO17

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; tetramethylurea; In 1,2-dichloro-ethane; 1.) reflux, 24 h, 2.) RT, 12 h;

DOI:10.1016/0008-6215(94)00189-8

upstream raw materials:

acetic anhydride

2-acetamido-4,6-O-benzylidene-2-deoxy-D-glucopyranose

Downstream raw materials:

allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-3-O-benzyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside