diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

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Chemical Name:diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate
CAS No.:863767-95-7
Molecular Formula:C₂₆H₃₃N₅O₆
Molecular Weight:511.578
Hs Code.:

Synonyms:diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

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Chemical Property of diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

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Technology Process of diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

There total 8 articles about diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]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:

: 863767-86-6
(4E/Z)-5-[4-(methoxycarbonyl)phenyl]pent-4-enoic acid

: 863767-95-7
diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / H₂ / Pd/C / CHCl₃; ethyl acetate / 2327.17 - 2585.74 Torr

2.1: oxalyl chloride / CH₂Cl₂ / 1 h / Heating

3.1: diethyl ether

3.2: 2 g / aq. HCl / diethyl ether / 1.5 h / Heating

4.1: 38 percent / dimethylformamide / 72 h / 40 - 50 °C

5.1: 90 percent / aq. NaOH / methanol; dimethylsulfoxide / 5 h / 40 - 50 °C

6.1: triethylamine; isobutyl chloroformate / dimethylformamide / 0.5 h / 0 °C

6.2: triethylamine / dimethylformamide / 42 h / 20 °C

With sodium hydroxide; oxalyl dichloride; hydrogen; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; chloroform; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm058213s

Reference yield:

: 17857-14-6
(3-carboxypropyl)(triphenyl)phosphonium bromide

: 863767-95-7
diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 94 percent / NaH / dimethylsulfoxide; tetrahydrofuran / 6.5 h / 0 - 20 °C

2.1: 98 percent / H₂ / Pd/C / CHCl₃; ethyl acetate / 2327.17 - 2585.74 Torr

3.1: oxalyl chloride / CH₂Cl₂ / 1 h / Heating

4.1: diethyl ether

4.2: 2 g / aq. HCl / diethyl ether / 1.5 h / Heating

5.1: 38 percent / dimethylformamide / 72 h / 40 - 50 °C

6.1: 90 percent / aq. NaOH / methanol; dimethylsulfoxide / 5 h / 40 - 50 °C

7.1: triethylamine; isobutyl chloroformate / dimethylformamide / 0.5 h / 0 °C

7.2: triethylamine / dimethylformamide / 42 h / 20 °C

With sodium hydroxide; oxalyl dichloride; hydrogen; sodium hydride; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 1.1: Wittig reaction;
DOI:10.1021/jm058213s

Reference yield:

: 863767-93-5
4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoic acid

: 1118-89-4
diethyl-L-glutamate hydrochloride

: 863767-95-7
diethyl N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamate

Guidance literature:: 4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoic acid; With triethylamine; isobutyl chloroformate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

diethyl-L-glutamate hydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 42h;
DOI:10.1021/jm058213s