diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate

Base Information

• Chemical Name: diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate
• CAS No.: 528597-31-1
• Molecular Formula: C₂₅H₃₀N₆O₅
• Molecular Weight: 494.55
• Mol file: 528597-31-1.mol

Synonyms:diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate

Chemical Property of diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate

There total 9 articles about diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate 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:

4-(3-oxobutyl)benzoic acid ethyl ester (174666-19-4) → diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate (528597-31-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium; ethanol / 20 °C

1.2: 75 percent / glacial acetic acid

2.1: 65 percent / methanol / 0.75 h / Heating

3.1: 60 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 0.33 h / 65 °C

4.1: triethyl amine; hydrogen / 10 percent palladium on carbon / 2 h / 760 Torr

5.1: 60 percent / ammonia / 80 °C

6.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 0.5 h / 0 °C

6.2: 90 percent / aq. K₂CO₃ / methanol / 24 h / 70 °C

7.1: 50 percent / dimethylsulfone / 36 h / 130 °C

8.1: aq. sodium hydroxide / 20 °C

9.1: N-methylmorpholine; 6-chloro-2,4-dimethoxy-1,3,5-triazine / dimethylformamide / 25 °C

9.2: 51 mg / N-methylmorpholine / dimethylformamide / 20 °C

With 4-methyl-morpholine; sodium hydroxide; tert.-butylnitrite; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; ethanol; dimethylsulfone; ammonia; hydrogen; sodium; triethylamine; trifluoroacetic anhydride; copper dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/jhet.5570390613

Reference yield:

ethyl 4-(5-ethoxycarbonyl-3,5-dioxopentyl)benzoate (528596-98-7) → diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate (528597-31-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 65 percent / methanol / 0.75 h / Heating

2.1: 60 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 0.33 h / 65 °C

3.1: triethyl amine; hydrogen / 10 percent palladium on carbon / 2 h / 760 Torr

4.1: 60 percent / ammonia / 80 °C

5.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 0.5 h / 0 °C

5.2: 90 percent / aq. K₂CO₃ / methanol / 24 h / 70 °C

6.1: 50 percent / dimethylsulfone / 36 h / 130 °C

7.1: aq. sodium hydroxide / 20 °C

8.1: N-methylmorpholine; 6-chloro-2,4-dimethoxy-1,3,5-triazine / dimethylformamide / 25 °C

8.2: 51 mg / N-methylmorpholine / dimethylformamide / 20 °C

With 4-methyl-morpholine; sodium hydroxide; tert.-butylnitrite; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; dimethylsulfone; ammonia; hydrogen; triethylamine; trifluoroacetic anhydride; copper dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/jhet.5570390613

Reference yield:

ethyl 2-amino-6-[2-(4-ethoxycarbonylphenyl)ethyl]-3-nitroisonicotinate (528597-01-5) → diethyl N-[4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamate (528597-31-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 60 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 0.33 h / 65 °C

2.1: triethyl amine; hydrogen / 10 percent palladium on carbon / 2 h / 760 Torr

3.1: 60 percent / ammonia / 80 °C

4.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: 90 percent / aq. K₂CO₃ / methanol / 24 h / 70 °C

5.1: 50 percent / dimethylsulfone / 36 h / 130 °C

6.1: aq. sodium hydroxide / 20 °C

7.1: N-methylmorpholine; 6-chloro-2,4-dimethoxy-1,3,5-triazine / dimethylformamide / 25 °C

7.2: 51 mg / N-methylmorpholine / dimethylformamide / 20 °C

With 4-methyl-morpholine; sodium hydroxide; tert.-butylnitrite; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; dimethylsulfone; ammonia; hydrogen; triethylamine; trifluoroacetic anhydride; copper dichloride; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/jhet.5570390613

upstream raw materials:

diethyl-L-glutamate hydrochloride

4-[2-(2,4-diamino-pyrido[3,4-d]pyrimidin-6-yl)-ethyl]-benzoic acid

4-(3-oxobutyl)benzoic acid ethyl ester

methyl 4-[2-(5-amino-4-cyanopyridin-2-yl)ethyl]benzoate