diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Base Information

• Chemical Name: diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate
• CAS No.: 914641-02-4
• Molecular Formula: C₃₂H₄₀N₃O₇P
• Molecular Weight: 609.659
• Mol file: 914641-02-4.mol

Synonyms:diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Chemical Property of diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

There total 1 articles about diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate 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%

diethyl (((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxytetrahydro-2H-pyran-2-yl)methyl)phosphonate (172223-09-5) → diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate (914641-02-4)

Guidance literature:

diethyl (((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxytetrahydro-2H-pyran-2-yl)methyl)phosphonate; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -5 ℃; for 0.666667h;

With diphenyl phosphoryl azide; In tetrahydrofuran; at 20 ℃;

Reference yield: 84.0%

diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate (914641-02-4) → diethyl C-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate (914641-03-5)

Guidance literature:

With acetic anhydride; sulfuric acid; In acetic acid;

Reference yield: 84.0%

diethyl C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate (914641-02-4) + acetic anhydride (108-24-7) → diethyl C-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate (914641-03-5)

Guidance literature:

With sulfuric acid; In acetic acid;

DOI:10.1039/b614038f

upstream raw materials:

diethyl (((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxytetrahydro-2H-pyran-2-yl)methyl)phosphonate

Downstream raw materials:

diethyl C-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate