tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

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Chemical Name:tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate
CAS No.:197223-42-0
Molecular Formula:C₄₂H₅₇N₅O₈
Molecular Weight:759.943
Hs Code.:

tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

Synonyms:tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

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Chemical Property of tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

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Technology Process of tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

There total 6 articles about tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate 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: 31.0%

: 138899-84-0
4--N-prop-2-ynylamino>benzoic acid, trifluoroacetate salt

: 197223-40-8
tert-butyl (2S)-2-amino-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

: 197223-42-0
tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.2h;
DOI:10.1016/S0040-4020(97)00851-X

Reference yield:

: 5891-45-2
(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

: 197223-42-0
tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran / 0.17 h / -10 °C

2: 4.09 g / NaBH₄ / tetrahydrofuran; methanol / 0.75 h / -10 - 0 °C

3: 96 percent / triethylamine / tetrahydrofuran / 0.5 h / -10 - 0 °C

4: 46 percent / 2,6-lutidine / dimethylformamide / 42 h / 65 °C

5: hydrogen / Pd/C / ethyl acetate / 4.5 h / 20 °C

6: 31 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 2.2 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; diethyl cyanophosphonate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; 1: Acylation / 2: Reduction / 3: Esterification / 4: Substitution / 5: Hydrogenolysis / 6: Condensation;
DOI:10.1016/S0040-4020(97)00851-X

Reference yield:

: 124620-51-5
(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate

: 197223-42-0
tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / triethylamine / tetrahydrofuran / 0.5 h / -10 - 0 °C

2: 46 percent / 2,6-lutidine / dimethylformamide / 42 h / 65 °C

3: hydrogen / Pd/C / ethyl acetate / 4.5 h / 20 °C

4: 31 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 2.2 h / 0 - 20 °C

With 2,6-dimethylpyridine; diethyl cyanophosphonate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; 1: Esterification / 2: Substitution / 3: Hydrogenolysis / 4: Condensation;
DOI:10.1016/S0040-4020(97)00851-X