diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Base Information

Chemical Name:diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate
CAS No.:502160-46-5
Molecular Formula:C₃₁H₄₁N₅O₆
Molecular Weight:579.696
Hs Code.:

Synonyms:diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

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Chemical Property of diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

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Technology Process of diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

There total 8 articles about diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-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: 91.0%

: 502160-41-0
diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethynyl]benzoyl}-L-glutamate

: 502160-46-5
diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: With hydrogen; 5percent Pd/C; In methanol; dichloromethane; for 48h; under 2585.81 Torr;
DOI:10.1021/jm0203534

Reference yield:

: 137281-08-4
N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide

: 502160-46-5
diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 8 steps

1: 41 percent / phosphorus oxychloride / 2 h / Heating

2: 70 percent / Pd(PPh₃)4 / toluene / 3 h / Heating

3: 91 percent / H₂ / 5percent Pd/C / tetrahydrofuran; CH₂Cl₂ / 18 h / 2585.81 Torr

4: 56 percent / N-iodosuccinimide / tetrahydrofuran / 1 h / 20 °C

5: 75 percent / Pd(PPh₃)4; CuI; NEt₃ / tetrahydrofuran; dimethylformamide / 4 h / 20 °C

6: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 50 °C

7: 24 percent / Pd(PPh₃)4; CuI; NEt₃ / tetrahydrofuran / 4 h / 20 °C

8: 91 percent / H₂ / 5percent Pd/C / methanol; CH₂Cl₂ / 48 h / 2585.81 Torr

With N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; triethylamine; trichlorophosphate; 5percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2: Stille coupling;
DOI:10.1021/jm0203534

Reference yield:

: 149765-15-1
N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide

: 502160-46-5
diethyl N-{4-[2-(2-pivaloylamino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / Pd(PPh₃)4 / toluene / 3 h / Heating

2: 91 percent / H₂ / 5percent Pd/C / tetrahydrofuran; CH₂Cl₂ / 18 h / 2585.81 Torr

3: 56 percent / N-iodosuccinimide / tetrahydrofuran / 1 h / 20 °C

4: 75 percent / Pd(PPh₃)4; CuI; NEt₃ / tetrahydrofuran; dimethylformamide / 4 h / 20 °C

5: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 50 °C

6: 24 percent / Pd(PPh₃)4; CuI; NEt₃ / tetrahydrofuran / 4 h / 20 °C

7: 91 percent / H₂ / 5percent Pd/C / methanol; CH₂Cl₂ / 48 h / 2585.81 Torr

With N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; triethylamine; 5percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Stille coupling;
DOI:10.1021/jm0203534