(Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester

Base Information

• Chemical Name: (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester
• CAS No.: 161722-31-2
• Molecular Formula: C₃₃H₂₄F₅N₂O₅PS
• Molecular Weight: 686.596
• Mol file: 161722-31-2.mol

Synonyms:(Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester

Chemical Property of (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester

There total 1 articles about (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester 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:

tetramethyl methylenediphosphonate (16001-93-7) + Oxo-[2-(trityl-amino)-thiazol-4-yl]-acetic acid pentafluorophenyl ester (1027993-56-1) → (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester (161722-31-2)

Guidance literature:

With potassium hexamethylsilazane; Multistep reaction; 1.) THF, toluene, 0 deg C, 2.) THF, toluene, from -30 deg C to 0 deg C over 1 h; 0 deg C, 10 min;

DOI:10.7164/antibiotics.48.73

Reference yield: 46.0%

(6R,7R)-7-Amino-3-carbamoyloxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester; compound with toluene-4-sulfonic acid + (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester (161722-31-2) → (6R,7R)-7-<2-(Z)-(2-trityl-amino-thiazol-4-yl)-3-(dimethoxy-phosphoryl)-acryloylamino>-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenyl methyl ester

Guidance literature:

With N,N-diethylaniline; In N,N-dimethyl-formamide; at 50 ℃; for 48h;

DOI:10.7164/antibiotics.48.73

Reference yield: 40.0%

para-methoxybenzyl (6R,7R)-7-amino-3-chloromethyl-3-cephem-4-carboxylate hydrochloride + (Z)-(dimethoxy-phosphoryl)-2-<2-(trityl-amino)-thiazol-4-yl>-acrylic acid 2,3,4,5,6-pentafluoro-phenyl ester (161722-31-2) → (6R,7R)-7-<2-(Z)-(2-trityl-amino-thiazol-4-yl)-3-(dimethoxy-phosphoryl)-acryloylamino>-3-chloromethyl-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid p-methoxybenzyl ester (161722-29-8)

Guidance literature:

With N,N-diethylaniline; In N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.48.73

upstream raw materials:

tetramethyl methylenediphosphonate

Oxo-[2-(trityl-amino)-thiazol-4-yl]-acetic acid pentafluorophenyl ester

Downstream raw materials:

(6R,7R)-7-<2-(Z)-(2-trityl-amino-thiazol-4-yl)-3-(dimethoxy-phosphoryl)-acryloylamino>-3-chloromethyl-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid p-methoxybenzyl ester