C₂₅H₂₉FN₆O₆

Base Information

• Chemical Name: C₂₅H₂₉FN₆O₆
• CAS No.: 1172131-66-6
• Molecular Formula: C₂₅H₂₉FN₆O₆
• Molecular Weight: 528.54
• Mol file: 1172131-66-6.mol

Synonyms:C₂₅H₂₉FN₆O₆

Chemical Property of C₂₅H₂₉FN₆O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₉FN₆O₆

There total 8 articles about C₂₅H₂₉FN₆O₆ 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:

5-methyl-1,3,4-oxadiazole-2-carboxylic acid chloride (889131-28-6) + 2,2-dimethyl-propionic acid 2-(1-amino-1-methyl-ethyl)-4-(4-fluorobenzylcarbamoyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-5-yl ester (1172131-64-4) → C25H29FN6O6 (1172131-66-6)

Guidance literature:

With 4-methyl-morpholine; In acetonitrile; at -10 ℃;

Reference yield:

methyl 2-(2(((benzyloxy)carbonyl)amino)propan-2-yl)-5,6-dihydroxy-1,6-dihydropyrimidine-4-carboxylate → C25H29FN6O6 (1172131-66-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium tert-butoxide / N,N-dimethyl-formamide / 80 °C

2.1: ethanol / 4.25 h / 0 - 72 °C / Large scale reaction

3.1: dmap; triethylamine / ethyl acetate / 10 - 15 °C

4.1: 5%-palladium/activated carbon; glycolic Acid; hydrogen / methanol; ethyl acetate / 20 °C / 258.58 Torr

4.2: 20 °C / pH 9

5.1: 4-methyl-morpholine / acetonitrile / 0.75 h / -10 °C

With 4-methyl-morpholine; dmap; glycolic Acid; 5%-palladium/activated carbon; hydrogen; triethylamine; lithium tert-butoxide; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/op100257r

Reference yield:

para-fluorobenzylamine (140-75-0) → C25H29FN6O6 (1172131-66-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / methanol / 55 - 65 °C

1.2: 65 °C / Reflux

2.1: magnesium methanolate / dimethyl sulfoxide / 20 h / 65 °C

3.1: dmap; triethylamine / ethyl acetate / 10 - 15 °C

4.1: 5%-palladium/activated carbon; glycolic Acid; hydrogen / methanol; ethyl acetate / 20 °C / 258.58 Torr

4.2: 20 °C / pH 9

5.1: 4-methyl-morpholine / acetonitrile / 0.75 h / -10 °C

With 4-methyl-morpholine; dmap; glycolic Acid; 5%-palladium/activated carbon; hydrogen; magnesium methanolate; triethylamine; In methanol; dimethyl sulfoxide; ethyl acetate; acetonitrile;

DOI:10.1021/op100257r

upstream raw materials:

5-methyl-1,3,4-oxadiazole-2-carboxylic acid chloride

2,2-dimethyl-propionic acid 2-(1-amino-1-methyl-ethyl)-4-(4-fluorobenzylcarbamoyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-5-yl ester

{1-[4-(4-fluoro-benzylcarbamoyl)-5,6-dihydroxy-pyrimidin-2-yl]-1-methyl-ethyl}-carbamic acid benzyl ester

{1-[4-(4-fluoro-benzylcarbamoyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl]-1-methyl-ethyl}carbamic acid benzyl ester

Downstream raw materials:

raltegravir

Refernces

• 1、 Humphrey, Guy R.,Pye, Philip J.,Zhong, Yong-Li,Angelaud, Remy,Belyk, Kevin M.,Maligres, Peter E.,Miller, Ross A.,Reamer, Robert A.,Askin, David,Mancheno, Danny E.,Weissman, Steven A.. "Development of a second-generation, highly efficient manufacturing route for the HIV integrase inhibitor raltegravir potassium". experimental part. p. 73 - 83. Retrieved 2011/09/16.