N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

Base Information

Chemical Name:N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid
CAS No.:157701-04-7
Molecular Formula:C₂₇H₂₆N₄O₆
Molecular Weight:502.527
Hs Code.:

Synonyms:N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

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Chemical Property of N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

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Technology Process of N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

There total 10 articles about N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid 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: 93.0%

: 157701-32-1
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

: 157701-04-7
N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

Guidance literature:: With sodium hydroxide; water; In methanol; at 20 ℃; for 24h;

Reference yield:

: 24425-40-9
indan-5-amine

: 157701-04-7
N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

Guidance literature:: Multi-step reaction with 10 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

10.1: 93 percent / NaOH; H₂O / methanol / 24 h / 20 °C

With pyridine; chromium(VI) oxide; tert.-butylhydroperoxide; sodium hydroxide; 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 / 10.1: Hydrolysis;

Reference yield:

: 157701-33-2
5-acetylamino-6-bromoindane

: 157701-04-7
N-(4-{N-[(6RS)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoyl)-L-glutamic acid

Guidance literature:: Multi-step reaction with 8 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

8.1: 93 percent / NaOH; H₂O / methanol / 24 h / 20 °C

With chromium(VI) oxide; tert.-butylhydroperoxide; sodium hydroxide; 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 / 8.1: Hydrolysis;