diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoyl>-L-glutamate
• CAS No.: 170799-52-7
• Molecular Formula: C₂₅H₃₃N₅O₆
• Molecular Weight: 499.567
• Mol file: 170799-52-7.mol

Synonyms:

Chemical Property of diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>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-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoyl>-L-glutamate

There total 10 articles about diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>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:

Ethyl 4-hydroxybenzoate (120-47-8) → diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoyl>-L-glutamate (170799-52-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, RT, 1 h

2: 93 percent / 1N NaOH / ethanol / 3 h / Ambient temperature

3: 100 percent / NaBH₄*Et₂O / tetrahydrofuran / -78 - 20 °C

4: triethylamine / CH₂Cl₂ / 1 h / -78 °C

5: NaI / acetone / 12 h / Heating

6: tributyltin hydride, azobisisobutyronitrile / benzene / Heating

7: N,N-diisopropylethylamine / hexane; methanol; acetonitrile / 5 h / Ambient temperature

8: 69 percent / 2-methyl-propan-2-ol / 12 h / 160 °C

9: 0.48 g / 1N HCl / acetic acid / 2 h / Ambient temperature

10: Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 2 h

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; diethyl ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; benzene;

DOI:10.1248/cpb.43.829

Reference yield:

4-(ethoxycarbonyl)phenoxyacetic acid (30893-58-4) → diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoyl>-L-glutamate (170799-52-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 100 percent / NaBH₄*Et₂O / tetrahydrofuran / -78 - 20 °C

2: triethylamine / CH₂Cl₂ / 1 h / -78 °C

3: NaI / acetone / 12 h / Heating

4: tributyltin hydride, azobisisobutyronitrile / benzene / Heating

5: N,N-diisopropylethylamine / hexane; methanol; acetonitrile / 5 h / Ambient temperature

6: 69 percent / 2-methyl-propan-2-ol / 12 h / 160 °C

7: 0.48 g / 1N HCl / acetic acid / 2 h / Ambient temperature

8: Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 2 h

With hydrogenchloride; sodium tetrahydroborate; diethyl ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; benzene;

DOI:10.1248/cpb.43.829

Reference yield:

ethyl 4-(2-hydroxyethoxy)benzoate (25389-23-5) → diethyl N-<4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoyl>-L-glutamate (170799-52-7)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / CH₂Cl₂ / 1 h / -78 °C

2: NaI / acetone / 12 h / Heating

3: tributyltin hydride, azobisisobutyronitrile / benzene / Heating

4: N,N-diisopropylethylamine / hexane; methanol; acetonitrile / 5 h / Ambient temperature

5: 69 percent / 2-methyl-propan-2-ol / 12 h / 160 °C

6: 0.48 g / 1N HCl / acetic acid / 2 h / Ambient temperature

7: Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 2 h

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; benzene;

DOI:10.1248/cpb.43.829

upstream raw materials:

diethyl-L-glutamate hydrochloride

4-<2-(2,4-diamino-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)ethoxy>benzoic acid

Ethyl 4-hydroxybenzoate

4-(ethoxycarbonyl)phenoxyacetic acid