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

Base Information

• Chemical Name: benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 868161-61-9
• Molecular Formula: C₂₉H₃₁NO₆
• Molecular Weight: 489.568
• Mol file: 868161-61-9.mol

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

Chemical Property of benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 12 articles about benzyl 2-acetamido-3-O-benzyl-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: 99.0%

(2R,4aR,6R,7R,8R,8aS)-6,8-Bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ylamine + acetic anhydride (108-24-7) → benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (868161-61-9)

Guidance literature:

DOI:10.1016/j.tetlet.2005.08.026

Reference yield: 90.0%

benzyl bromide (100-39-0) + benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (134308-75-1) → benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (868161-61-9)

Guidance literature:

With barium(II) hydroxide; barium(II) oxide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo200076z

Reference yield:

((2R,4aR,6R,7R,8R,8aS)-6,8-Bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester → benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (868161-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / (Bu₃Sn)2 / dimethylformamide / 0.67 h / 200 °C / 1034.3 Torr / microwave irradiation

With bis(tri-n-butyltin); In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.08.026

upstream raw materials:

acetic anhydride

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

N-Acetyl-D-glucosamine

benzaldehyde dimethyl acetal

Downstream raw materials:

benzyl 2-acetamido-3,6-di-O-benzyl-4-O-propargyl-2-deoxy-β-D-glucopyranoside

C₅₃H₅₄N₄O₁₄

C₅₆H₅₆N₄O₁₄

C₅₅H₅₈N₄O₁₅