diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

Base Information

Chemical Name:diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate
CAS No.:878005-36-8
Molecular Formula:C₂₄H₂₉N₅O₆S
Molecular Weight:515.59
Hs Code.:

Synonyms:diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

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Chemical Property of diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

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Technology Process of diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

There total 5 articles about diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]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: 65.0%

: 878005-35-7
4-(2-amino-6-ethyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-ylsulfanyl)-benzoic acid

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

: 878005-36-8
diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

Guidance literature:: 4-(2-amino-6-ethyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-ylsulfanyl)-benzoic acid; With triethylamine; isobutyl chloroformate; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

diethyl-L-glutamate hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jm058276a

Reference yield:

: 878005-33-5
2-amino-6-ethyl-3,7-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine

: 878005-36-8
diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBH₄ / ethanol / 0.5 h

1.2: 470 mg / I₂ / ethanol; H₂O / 4 h / 100 °C

2.1: 75 percent / aq. NaOH / ethanol / 16 h / 80 °C

3.1: Et₃N; isobutyl chloroformate / dimethylformamide / 0.17 h / 0 °C

3.2: 65 percent / dimethylformamide / 0 - 20 °C

With sodium hydroxide; sodium tetrahydroborate; triethylamine; isobutyl chloroformate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm058276a

Reference yield:

: 878005-34-6
ethyl 4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]benzoate

: 878005-36-8
diethyl N-[4-[(2-amino-6-ethyl-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl]-L-glutamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / aq. NaOH / ethanol / 16 h / 80 °C

2.1: Et₃N; isobutyl chloroformate / dimethylformamide / 0.17 h / 0 °C

2.2: 65 percent / dimethylformamide / 0 - 20 °C

With sodium hydroxide; triethylamine; isobutyl chloroformate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm058276a