benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 134308-75-1
• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.444
• Mol file: 134308-75-1.mol

Synonyms:benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 34 articles about benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-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: 92.0%

benzaldehyde dimethyl acetal (1125-88-8) + benzyl 2-acetamido-2-deoxy-β-D-glucopyranoside (3055-51-4,3554-93-6,10380-86-6,13343-62-9,13343-67-4,19374-70-0,33423-30-2,33501-36-9,41355-95-7,86834-14-2,111003-11-3,347411-88-5) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (134308-75-1)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2018.10.008

Reference yield: 87.0%

benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside (3055-51-4,3554-93-6,10380-86-6,13343-62-9,13343-67-4,19374-70-0,33423-30-2,33501-36-9,41355-95-7,86834-14-2,111003-11-3,347411-88-5) + benzaldehyde (100-52-7) → 1-O-benzyl-N-acetyl-4,6-O-benzylidene-D-glucosamine (101223-84-1,3554-91-4,13343-61-8,13343-63-0,19374-64-2,27539-62-4,38191-73-0,78246-81-8,78247-23-1,81655-20-1,117182-56-6,134308-75-1)

Guidance literature:

With toluene-4-sulfonic acid; orthoformic acid triethyl ester; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1691/ph.2008.7675

Reference yield: 79.0%

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methanesulfonyl-α-D-altropyranoside → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside (3554-91-4,13343-61-8,13343-63-0,19374-64-2,27539-62-4,38191-73-0,78246-81-8,78247-23-1,81655-20-1,101223-84-1,117182-56-6,134308-75-1)

Guidance literature:

With water; potassium acetate; In 2-ethoxy-ethanol; 2-methoxy-ethanol; for 30h; Heating;

DOI:10.1080/00397910701410871

upstream raw materials:

benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside

benzaldehyde

N-Acetyl-D-glucosamine

benzaldehyde dimethyl acetal

Downstream raw materials:

benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-glucopyranoside

N-acetyl-1-O-benzyl-4,6-O-benzylidenemuramic acid

benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside