diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

Base Information

Chemical Name:diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate
CAS No.:125991-65-3
Molecular Formula:C₂₆H₃₄N₆O₅
Molecular Weight:510.593
Hs Code.:

Synonyms:diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

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Chemical Property of diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

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Technology Process of diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

There total 5 articles about diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>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:

: 105580-41-4
4-acetylbenzoic acid tert-butyl ester

: 125991-65-3
diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / Zn, I₂ / benzene; diethyl ether; tetrahydrofuran / 1.25 h / Heating

2: 85 percent / H₂, acetic acid / 5percent Pd/C / ethanol / 115 h

3: 1.) LDA, 2.) I₂ / 1.) hexane, THF, -78 deg C, 10 min, 2.) a) -78 deg C, 20 min, b) from -78 deg C to 0 deg C, 30 min

4: 1.) NaH / 1.) Me₂SO, RT, 5 min, 2.) 20 deg C, 1 h

5: 79 percent / t-BuOK / 2-methyl-propan-2-ol / 4 h / Heating

6: 40 percent / BH₃-THF / 5 h / 0 °C

7: CF₃COOH / 2 h

8: diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 63 h

With borane-THF; diphenyl phosphoryl azide; potassium tert-butylate; hydrogen; iodine; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; zinc; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/jm00106a012

Reference yield:

: 130351-30-3
ethyl 5-<4-(tert-butoxycarbonyl)phenyl>-5-hydroxy-2-hexenoate

: 125991-65-3
diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / H₂, acetic acid / 5percent Pd/C / ethanol / 115 h

2: 1.) LDA, 2.) I₂ / 1.) hexane, THF, -78 deg C, 10 min, 2.) a) -78 deg C, 20 min, b) from -78 deg C to 0 deg C, 30 min

3: 1.) NaH / 1.) Me₂SO, RT, 5 min, 2.) 20 deg C, 1 h

4: 79 percent / t-BuOK / 2-methyl-propan-2-ol / 4 h / Heating

5: 40 percent / BH₃-THF / 5 h / 0 °C

6: CF₃COOH / 2 h

7: diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 63 h

With borane-THF; diphenyl phosphoryl azide; potassium tert-butylate; hydrogen; iodine; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00106a012

Reference yield:

: 125991-47-1
ethyl 5-<4-(tert-butoxycarbonyl)phenyl>-2-(dicyanomethyl)hexanoate

: 125991-65-3
diethyl N-<4-<3-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1-methylpropyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / t-BuOK / 2-methyl-propan-2-ol / 4 h / Heating

2: 40 percent / BH₃-THF / 5 h / 0 °C

3: CF₃COOH / 2 h

4: diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 63 h

With borane-THF; diphenyl phosphoryl azide; potassium tert-butylate; triethylamine; trifluoroacetic acid; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00106a012