2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate

Base Information

• Chemical Name: 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate
• CAS No.: 608124-97-6
• Molecular Formula: C₃₉H₃₈N₃O₈P
• Molecular Weight: 707.72
• Mol file: 608124-97-6.mol

Synonyms:2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate

Chemical Property of 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate

There total 2 articles about 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate 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: 86.0%

diphenyl hydrogen phosphate (838-85-7) + 2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (99049-62-4) → 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate (608124-97-6)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.1h;

DOI:10.1016/j.tet.2004.08.076

Reference yield:

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose + chlorophosphoric acid diphenyl ester (2524-64-3) → 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate (608124-97-6) + 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl diphenyl phosphate

Guidance literature:

With dmap; In dichloromethane; at 0 ℃; for 0.5h; Title compound not separated from byproducts.;

DOI:10.1016/j.tet.2004.08.076

Reference yield: 85.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + propiononitrile (107-12-0) + 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl diphenyl phosphate (608124-97-6) → methyl (3,4,6-tri-O-benzyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside + methyl (3,4,6-tri-O-benzyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside + methyl 6-O-[1-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)iminopropyl]-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; at -78 ℃; for 1.5h;

DOI:10.1016/j.tet.2004.08.076

upstream raw materials:

diphenyl hydrogen phosphate

2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

chlorophosphoric acid diphenyl ester