2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

• Chemical Name: 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
• CAS No.: 853014-83-2
• Molecular Formula: C₂₃H₂₄Cl₃N₃O₁₆
• Molecular Weight: 704.813
• Mol file: 853014-83-2.mol

Synonyms:2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Chemical Property of 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 2 articles about 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-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: 95.0%

[(2R,3S,4R,5R)-3,4-diacetoxy-6-hydroxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl acetate (136945-13-6,136945-23-8) + methyl 2-fluoro-3,5-dinitrobenzoic ester (367946-80-3) → 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (853014-83-2)

Guidance literature:

With dmap; lithium carbonate; In dichloromethane; for 1.5h;

DOI:10.1016/j.tetasy.2005.02.029

Reference yield: 38.0%

[(2R,3S,4R,5R)-3,4-diacetoxy-6-hydroxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl acetate (136945-13-6,136945-23-8) + methyl 2-fluoro-3,5-dinitrobenzoic ester (367946-80-3) → 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (853014-83-2) + 2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:

With N,N'-dimethylpiperazine; lithium carbonate; In dichloromethane;

DOI:10.1016/j.tetasy.2005.02.029

Reference yield:

2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (853014-83-2) + cyclohexanol (108-93-0) → cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside (130259-50-6) + cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 60 ℃; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2005.02.029

upstream raw materials:

[(2R,3S,4R,5R)-3,4-diacetoxy-6-hydroxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl acetate

methyl 2-fluoro-3,5-dinitrobenzoic ester

Downstream raw materials:

cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside