tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

Base Information

Chemical Name:tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate
CAS No.:172793-51-0
Molecular Formula:C₄₂H₅₅N₅O₉
Molecular Weight:773.927
Hs Code.:

tri-tert-butyl N-<N-<4-<N-<(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl>-N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

Synonyms:tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

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Chemical Property of tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

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Technology Process of tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

There total 7 articles about tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-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: 61.0%

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

: 172793-50-9
tri-tert-butyl D-γ-glutamyl-L-glutamate

: 172793-51-0
tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

Guidance literature:: With triethylamine; diethyl dicarbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.16667h;
DOI:10.1021/jm950471+

Reference yield:

: 6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
D-Glutamic acid

: 172793-51-0
tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1: 61 percent / SOCl₂ / 0.5 h

2: 12 percent / aq. NaHCO₃ / 3.5 h / 5 - 20 °C

3: 82 percent / pyridine, POCl₃ / 1.08 h / -5 - 20 °C

4: 82 percent / aq. NaOH / ethanol; acetone / 24 h / Ambient temperature

5: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -20 deg C, 10 min, 2.) THF, a) -20 deg C, 10 min, b) RT, 1.5 h

6: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

7: 61 percent / DEPC, Et₃N / dimethylformamide / 2.17 h / 0 - 20 °C

With 4-methyl-morpholine; pyridine; sodium hydroxide; thionyl chloride; hydrogen; sodium hydrogencarbonate; triethylamine; diethyl dicarbonate; trichlorophosphate; isobutyl chloroformate; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm950471+

Reference yield:

: 27025-24-7
Z-D-glutamic γ-methyl ester

: 172793-51-0
tri-tert-butyl N--N-prop-2-ynylamino>benzoyl>-D-γ-glutamyl>-L-glutamate

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / pyridine, POCl₃ / 1.08 h / -5 - 20 °C

2: 82 percent / aq. NaOH / ethanol; acetone / 24 h / Ambient temperature

3: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -20 deg C, 10 min, 2.) THF, a) -20 deg C, 10 min, b) RT, 1.5 h

4: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

5: 61 percent / DEPC, Et₃N / dimethylformamide / 2.17 h / 0 - 20 °C

With 4-methyl-morpholine; pyridine; sodium hydroxide; hydrogen; triethylamine; diethyl dicarbonate; trichlorophosphate; isobutyl chloroformate; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm950471+