di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

Base Information

Chemical Name:di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate
CAS No.:914262-53-6
Molecular Formula:C₃₁H₄₂F₃N₅O₇
Molecular Weight:653.699
Hs Code.:

Synonyms:di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

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Chemical Property of di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

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Technology Process of di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

There total 8 articles about di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]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: 44.0%

: 852812-69-2
4-[5-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-2-(2,2,2-trifluoro-acetyl)-pentyl]-benzoic acid

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

: 914262-53-6
di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

Guidance literature:: With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1016/j.bmc.2004.11.049

Reference yield:

: 852812-64-7
1,1,1-trifluoro-4-(4-(methoxycarbonyl)phenyl)butan-2-one

: 914262-53-6
di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 64 percent / acetic acid / ethanol / 25 °C

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / 1 h / 25 °C

3.1: sodium hydride / dimethylformamide / 0.5 h / 0 °C

3.2: 0.57 g / dimethylformamide / 9 h / 50 °C

4.1: 58 percent / sodium methoxide / methanol; dimethylformamide / 16 h / 75 °C

5.1: LiOH*H₂O / methanol; H₂O / 24 h / 25 °C

5.2: 100 percent / hydrochloric acid / H₂O / 0.5 h / pH 1

6.1: 44 percent / NaHCO₃; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 25 °C

With lithium hydroxide; sodium methylate; sodium hexamethyldisilazane; sodium hydride; sodium hydrogencarbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.11.049

Reference yield:

: methyl 4-(4,4,4-trifluoro-3-dimethylhydrazonobutyl)benzoate

: 914262-53-6
di-tert-butyl N-{4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / 1 h / 25 °C

2.1: sodium hydride / dimethylformamide / 0.5 h / 0 °C

2.2: 0.57 g / dimethylformamide / 9 h / 50 °C

3.1: 58 percent / sodium methoxide / methanol; dimethylformamide / 16 h / 75 °C

4.1: LiOH*H₂O / methanol; H₂O / 24 h / 25 °C

4.2: 100 percent / hydrochloric acid / H₂O / 0.5 h / pH 1

5.1: 44 percent / NaHCO₃; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 25 °C

With lithium hydroxide; sodium methylate; sodium hexamethyldisilazane; sodium hydride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.11.049