L-Glutamic acid, N-[4-[2-(2-amino-4-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl] -

Base Information

Chemical Name:L-Glutamic acid, N-[4-[2-(2-amino-4-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl] -
CAS No.:306314-88-5
Molecular Formula:C21H23N5O5
Molecular Weight:425.444
Hs Code.:
Mol file:306314-88-5.mol

Synonyms:

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Chemical Property of L-Glutamic acid, N-[4-[2-(2-amino-4-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl] -

Chemical Property:

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Technology Process of L-Glutamic acid, N-[4-[2-(2-amino-4-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl] -

There total 11 articles about L-Glutamic acid, N-[4-[2-(2-amino-4-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl] - 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: 71.0%

: 306314-99-8
diethyl N-{2-pivaloylamino-4-methyl[(pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

: 306314-88-5
AAG₁₁₃-161

Guidance literature:: With sodium hydroxide; at 50 ℃; for 72h;
DOI:10.1021/jm000200l

Reference yield:

: 6940-45-0
5-(2-hydroxyethyl)-6-methyl-2-aminouracil

: 306314-88-5
AAG₁₁₃-161

Guidance literature:: Multi-step reaction with 11 steps

1: 68 percent / POCl₃ / 2 h / 110 °C

2: 50 percent / Et₃N / butan-1-ol / 72 h / 110 °C

3: 45 percent / MnO₂ / dioxane / 24 h / 110 - 120 °C

4: 65 percent / Na; liq. NH₃ / 1.5 h / -78 °C

5: 65 percent / pyridine / 2 h / Heating

6: 52 percent / N-iodosuccinimide / tetrahydrofuran / 8 h / 20 °C

7: 45.5 percent / CuI; tetrakis(triphenylphosphine)palladium⁽⁰⁾; Et₃N / tetrahydrofuran / 20 °C

8: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 50 °C

9: 42.7 percent / CuI; tetrakis(triphenylphosphine)palladium⁽⁰⁾; Et₃N / tetrahydrofuran / 28 h / 20 °C

10: 76 percent / H₂ / 5percent Pd/C / methanol; CH₂Cl₂ / 18 h / 2585.81 Torr

11: 71 percent / 1.0 N aq.NaOH / 72 h / 50 °C

With pyridine; manganese(IV) oxide; sodium hydroxide; N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; ammonia; hydrogen; sodium; triethylamine; trichlorophosphate; 5percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; butan-1-ol; 1: Chlorination / 2: cyclocondensation / 3: Aromatization / 4: Reduction / 5: Acylation / 6: Iodination / 7: Substitution / 8: desilylation / 9: Arylation / 10: Catalytic hydrogenation / 11: Hydrolysis;
DOI:10.1021/jm000200l

Reference yield:

: 306314-93-2
4-methyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine

: 306314-88-5
AAG₁₁₃-161

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / pyridine / 2 h / Heating

2: 52 percent / N-iodosuccinimide / tetrahydrofuran / 8 h / 20 °C

3: 45.5 percent / CuI; tetrakis(triphenylphosphine)palladium⁽⁰⁾; Et₃N / tetrahydrofuran / 20 °C

4: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 50 °C

5: 42.7 percent / CuI; tetrakis(triphenylphosphine)palladium⁽⁰⁾; Et₃N / tetrahydrofuran / 28 h / 20 °C

6: 76 percent / H₂ / 5percent Pd/C / methanol; CH₂Cl₂ / 18 h / 2585.81 Torr

7: 71 percent / 1.0 N aq.NaOH / 72 h / 50 °C

With pyridine; sodium hydroxide; N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; triethylamine; 5percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; 1: Acylation / 2: Iodination / 3: Substitution / 4: desilylation / 5: Arylation / 6: Catalytic hydrogenation / 7: Hydrolysis;
DOI:10.1021/jm000200l