N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

Base Information

Chemical Name:N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid
CAS No.:123636-76-0
Molecular Formula:C₂₅H₂₃ClN₄O₅
Molecular Weight:494.934
Hs Code.:

Synonyms:N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

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Chemical Property of N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

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Technology Process of N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

There total 9 articles about N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-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: 52.0%

: (S)-2-{4-[(2-Amino-4-chloro-quinolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

: 123636-76-0
N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

Guidance literature:: With sodium hydroxide; In ethanol; for 2.5h; Ambient temperature;
DOI:10.1021/jm00093a007

Reference yield:

: 108-48-5
2,6-dimethylpyridine

: aqueous N sodium hydroxide

: 76858-72-5
diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate

: 123638-06-2
6-bromomethyl-2-(tert-butoxycarbonylamino)-4-chloroquinoline

: 123636-76-0
N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

Guidance literature:: With hydrogenchloride; trifluoroacetic acid; In N-methyl-acetamide; methanol; ethanol;

Reference yield:

: 76858-72-5
diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate

: 123636-76-0
N-[4-[N-(2-amino-4-chloroquinolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl]-L-glutamic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-lutidine / dimethylformamide / 18 h / 70 °C

2: TFA / 0.5 h / 20 °C

3: 52 percent / 1 N aq. NaOH / ethanol / 2.5 h / Ambient temperature

With 2,6-dimethylpyridine; sodium hydroxide; trifluoroacetic acid; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00093a007