L-Glutamic acid, N-[4-[2-(2-amino-4-ethyl-6-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl] benzoyl]-, diethyl ester

Base Information

Chemical Name:L-Glutamic acid, N-[4-[2-(2-amino-4-ethyl-6-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl] benzoyl]-, diethyl ester
CAS No.:502160-52-3
Molecular Formula:C27H35N5O5
Molecular Weight:509.605
Hs Code.:

Synonyms:

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Chemical Property of L-Glutamic acid, N-[4-[2-(2-amino-4-ethyl-6-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl] benzoyl]-, diethyl ester

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Technology Process of L-Glutamic acid, N-[4-[2-(2-amino-4-ethyl-6-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl] benzoyl]-, diethyl ester

There total 10 articles about L-Glutamic acid, N-[4-[2-(2-amino-4-ethyl-6-methyl-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl] benzoyl]-, diethyl ester 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:

: 111957-98-3,625-31-0
Pent-4-en-2-ol

: 502160-52-3
diethyl N-{4-[2-(2-amino-4-ethyl-6-methylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / tetra-n-butylammonium chloride; lithium acetate; lithium chloride / palladium acetate

2: 85 percent / 2-methoxy-ethanol / Heating

3: 47 percent / diphenyl ether / 5 h / Heating

4: 96 percent / pyridine / 3.5 h / Heating

5: 90 percent / phosphorus oxychloride / 2.5 h / 120 °C

6: 67 percent / Pd(PPh₃)2Cl₂ / toluene / 4 h / Heating

7: 92 percent / H₂ / 5percent Pd/C / tetrahydrofuran; CH₂Cl₂ / 18 h / 2585.81 Torr

8: 70 percent / aq. NaOH / methanol / 48 h / 20 °C

9: NEt₃ / dimethylformamide / 0.5 h / 0 °C

10: 0.12 g / NEt₃ / dimethylformamide / 54 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; lithium acetate; tetrabutyl-ammonium chloride; hydrogen; triethylamine; lithium chloride; trichlorophosphate; palladium diacetate; In tetrahydrofuran; methanol; diphenylether; dichloromethane; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene; 6: Stille coupling;
DOI:10.1021/jm0203534

Reference yield:

: 619-42-1
4-methoxycarbonylphenyl bromide

: 502160-52-3
diethyl N-{4-[2-(2-amino-4-ethyl-6-methylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / tetra-n-butylammonium chloride; lithium acetate; lithium chloride / palladium acetate

2: 85 percent / 2-methoxy-ethanol / Heating

3: 47 percent / diphenyl ether / 5 h / Heating

4: 96 percent / pyridine / 3.5 h / Heating

5: 90 percent / phosphorus oxychloride / 2.5 h / 120 °C

6: 67 percent / Pd(PPh₃)2Cl₂ / toluene / 4 h / Heating

7: 92 percent / H₂ / 5percent Pd/C / tetrahydrofuran; CH₂Cl₂ / 18 h / 2585.81 Torr

8: 70 percent / aq. NaOH / methanol / 48 h / 20 °C

9: NEt₃ / dimethylformamide / 0.5 h / 0 °C

10: 0.12 g / NEt₃ / dimethylformamide / 54 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; lithium acetate; tetrabutyl-ammonium chloride; hydrogen; triethylamine; lithium chloride; trichlorophosphate; palladium diacetate; In tetrahydrofuran; methanol; diphenylether; dichloromethane; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene; 6: Stille coupling;
DOI:10.1021/jm0203534

Reference yield:

: 103094-70-8
methyl 4-(4-oxopentyl)benzoate

: 502160-52-3
diethyl N-{4-[2-(2-amino-4-ethyl-6-methylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / 2-methoxy-ethanol / Heating

2: 47 percent / diphenyl ether / 5 h / Heating

3: 96 percent / pyridine / 3.5 h / Heating

4: 90 percent / phosphorus oxychloride / 2.5 h / 120 °C

5: 67 percent / Pd(PPh₃)2Cl₂ / toluene / 4 h / Heating

6: 92 percent / H₂ / 5percent Pd/C / tetrahydrofuran; CH₂Cl₂ / 18 h / 2585.81 Torr

7: 70 percent / aq. NaOH / methanol / 48 h / 20 °C

8: NEt₃ / dimethylformamide / 0.5 h / 0 °C

9: 0.12 g / NEt₃ / dimethylformamide / 54 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; hydrogen; triethylamine; trichlorophosphate; 5percent Pd/C; In tetrahydrofuran; methanol; diphenylether; dichloromethane; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene; 5: Stille coupling;
DOI:10.1021/jm0203534