4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

Base Information

• Chemical Name: 4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol
• CAS No.: 909099-99-6
• Molecular Formula: C₂₃H₂₄ClNO₇
• Molecular Weight: 461.899
• Mol file: 909099-99-6.mol

Synonyms:4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

Chemical Property of 4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

There total 1 articles about 4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 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: 33.0%

4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol (138381-83-6) + Chloroacetic anhydride (541-88-8) → 4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol (909099-99-6) + 4,6-O-benzylidene-N-benzyloxycarbonyl-2,3-di-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol + 4,6-O-benzylidene-N-benzyloxycarbonyl-3-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol (168039-41-6)

Guidance literature:

With 2,6-dimethylpyridine; triethylamine; In dichloromethane; at 0 ℃; for 3.5h;

DOI:10.1016/j.carres.2006.05.004

Reference yield: 71.0%

4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol (909099-99-6) + 2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate (74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9) → 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol (909100-00-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 0.25h; cooling;

DOI:10.1016/j.carres.2006.05.004

Reference yield: 52.0%

4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol (909099-99-6) + C76H100Cl3NO50 → C97H122ClNO56

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 0.25h; cooling;

DOI:10.1016/j.carres.2006.05.004

upstream raw materials:

4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol

Chloroacetic anhydride

Downstream raw materials:

3-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranosyl]-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

3-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,4,6-tri-O-acetyl-β-D-glucopyranosyl]-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-3-O-β-D-glucopyranosyl-1,5-imino-D-glucitol