di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

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Chemical Name:di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate
CAS No.:289677-57-2
Molecular Formula:C₃₁H₄₀N₆O₆
Molecular Weight:592.695
Hs Code.:

Synonyms:di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

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Chemical Property of di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

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Technology Process of di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

There total 7 articles about di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]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: 48.0%

: 32677-01-3
L-glutamic acid di-tert-butyl ester hydrochloride

: 289677-56-1
4-{5-[2-(2,4-diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-ethyl]-pyridin-3-yl}-benzoic acid

: 289677-57-2
di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

Guidance literature:: With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 12h;
DOI:10.1016/S0968-0896(00)00051-1

Reference yield:

: 619-42-1
4-methoxycarbonylphenyl bromide

: 289677-57-2
di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diboron pinacol ester; KOAc; PdCl₂(dppf) / dimethylformamide / 2 h / 80 °C

1.2: 63 percent / PdCl₂(dppf); aq. Na₂CO₃ / dimethylformamide / 12 h / 80 °C

2.1: 91 percent / Bu₄NF / tetrahydrofuran / 3 h / 25 °C

3.1: 87 percent / SOCl₂ / CH₂Cl₂ / 3 h / 50 °C

4.1: 63 percent / K₂CO₃ / dimethylformamide / 3 h / 70 °C

5.1: 56 percent / NaOEt / ethanol / 12 h / 45 °C

6.1: 91 percent / LiOH; H₂O / methanol / 12 h / 25 °C

7.1: 48 percent / NaHCO₃; EDCI / dimethylformamide / 12 h / 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; thionyl chloride; tetrabutyl ammonium fluoride; water; sodium ethanolate; potassium acetate; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; bis(pinacol)diborane; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Condensation / 2.1: silyl ether cleavage / 3.1: Chlorination / 4.1: Alkylation / 5.1: cyclocondensation / 6.1: Hydrolysis / 7.1: Acylation;
DOI:10.1016/S0968-0896(00)00051-1

Reference yield:

: 3-bromo-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyridine

: 289677-57-2
di-tert-butyl N-{4-[5-[(2,4-diamino-6(1H)-pyrimidinon-5-yl)ethyl]-3-pyridinyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diboron pinacol ester; KOAc; PdCl₂(dppf) / dimethylformamide / 2 h / 80 °C

1.2: 63 percent / PdCl₂(dppf); aq. Na₂CO₃ / dimethylformamide / 12 h / 80 °C

2.1: 91 percent / Bu₄NF / tetrahydrofuran / 3 h / 25 °C

3.1: 87 percent / SOCl₂ / CH₂Cl₂ / 3 h / 50 °C

4.1: 63 percent / K₂CO₃ / dimethylformamide / 3 h / 70 °C

5.1: 56 percent / NaOEt / ethanol / 12 h / 45 °C

6.1: 91 percent / LiOH; H₂O / methanol / 12 h / 25 °C

7.1: 48 percent / NaHCO₃; EDCI / dimethylformamide / 12 h / 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; thionyl chloride; tetrabutyl ammonium fluoride; water; sodium ethanolate; potassium acetate; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; bis(pinacol)diborane; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Condensation / 2.1: silyl ether cleavage / 3.1: Chlorination / 4.1: Alkylation / 5.1: cyclocondensation / 6.1: Hydrolysis / 7.1: Acylation;
DOI:10.1016/S0968-0896(00)00051-1