Technology Process of diethyl N-{p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)-amino]benzoyl}-L-glutamate
There total 8 articles about diethyl N-{p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)-amino]benzoyl}-L-glutamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
calcium carbonate;
In
N,N-dimethyl acetamide;
at 98 - 105 ℃;
for 21h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 81 percent / pyridine / ethyl acetate / 17 h / 20 °C
2.1: 97 percent / Br2 / acetic acid / 0.5 h / 20 °C
3.1: 86 percent / 1-methyl-pyrrolidin-2-one / 0.5 h / 125 °C
4.1: 83 percent / H2O2 / aq. ethanol / 1 h / 50 - 55 °C
5.1: t-BuOK / dimethylsulfoxide / 0.5 h / 20 °C
5.2: 51 percent / dimethylsulfoxide / 24 h
6.1: 37 percent / tert-butyl hydroperoxide; CrO3; H2O / CH2Cl2 / 22 h / 20 °C
7.1: TsOH*H2O; 3 Angstroem molecular sieves / 1,2-dimethoxy-ethane / 4 h / Heating
8.1: NaBH3CN; CH3COOH / methanol; 1,2-dimethoxy-ethane / 17 h / 20 °C
9.1: 77 percent / CaCO3 / N,N-dimethyl-acetamide / 21 h / 98 - 105 °C
With
pyridine; chromium(VI) oxide; tert.-butylhydroperoxide; 3 A molecular sieve; potassium tert-butylate; water; dihydrogen peroxide; bromine; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; calcium carbonate;
In
1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl acetamide; acetic acid; dimethyl sulfoxide; ethyl acetate;
1.1: Acetylation / 2.1: Bromination / 3.1: Substitution / 4.1: Cyclization / 5.1: Metallation / 5.2: Alkylation / 6.1: Oxidation / 7.1: Condensation / 8.1: Reduction / 9.1: Alkylation;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 86 percent / 1-methyl-pyrrolidin-2-one / 0.5 h / 125 °C
2.1: 83 percent / H2O2 / aq. ethanol / 1 h / 50 - 55 °C
3.1: t-BuOK / dimethylsulfoxide / 0.5 h / 20 °C
3.2: 51 percent / dimethylsulfoxide / 24 h
4.1: 37 percent / tert-butyl hydroperoxide; CrO3; H2O / CH2Cl2 / 22 h / 20 °C
5.1: TsOH*H2O; 3 Angstroem molecular sieves / 1,2-dimethoxy-ethane / 4 h / Heating
6.1: NaBH3CN; CH3COOH / methanol; 1,2-dimethoxy-ethane / 17 h / 20 °C
7.1: 77 percent / CaCO3 / N,N-dimethyl-acetamide / 21 h / 98 - 105 °C
With
chromium(VI) oxide; tert.-butylhydroperoxide; 3 A molecular sieve; potassium tert-butylate; water; dihydrogen peroxide; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; calcium carbonate;
In
1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide;
1.1: Substitution / 2.1: Cyclization / 3.1: Metallation / 3.2: Alkylation / 4.1: Oxidation / 5.1: Condensation / 6.1: Reduction / 7.1: Alkylation;
