{{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester

Base Information

• Chemical Name: {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester
• CAS No.: 864776-37-4
• Molecular Formula: C₂₂H₃₀N₄O₇
• Molecular Weight: 462.503
• Mol file: 864776-37-4.mol

Synonyms:{{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester

Chemical Property of {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester

There total 6 articles about {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl 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: 65.0%

thymidyl acetic acid (20924-05-4) + methyl N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)-ethylamino]-ethyl}-glycinate (861857-04-7) → {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester (864776-37-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 1-propanephosphonic acid cyclic anhydride; In ethyl acetate; N,N-dimethyl-formamide; for 16h;

DOI:10.1016/j.tet.2005.06.003

Reference yield:

2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione (94142-97-9) → {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester (864776-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / N,N-diisopropyl-N-ethylamine / CH₂Cl₂; methanol / 16 h / 20 °C

2: 65 percent / 1-propylphosphonic acid cyclic; N,N-diisopropyl-N-ethylamine / ethyl acetate; dimethylformamide / 16 h

With N-ethyl-N,N-diisopropylamine; 1-propanephosphonic acid cyclic anhydride; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.003

Reference yield:

methyl2-(2-aminoethylamino)acetate (101558-80-9) → {{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-ethyl}-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester (864776-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / DIPEA / CH₂Cl₂; methanol / 15 h

2: DCC; HOBt; NMM / dimethylformamide / 15 h

With 4-methyl-morpholine; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol049905y

upstream raw materials:

thymidyl acetic acid

methyl N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)-ethylamino]-ethyl}-glycinate

2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione

methyl (5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)ethanoate

Downstream raw materials:

N-[2-(thymin-1-yl)-acetyl]-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)-ethylamino]-ethyl}glycine