N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

Base Information

Chemical Name:N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine
CAS No.:1192829-36-9
Molecular Formula:C₂₃H₂₁ClN₄O₄
Molecular Weight:452.897
Hs Code.:

Synonyms:N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

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Chemical Property of N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

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Technology Process of N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

There total 7 articles about N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine 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:

: 56-41-7,25191-17-7,18875-37-1
L-alanin

: 1192829-65-4
1-chloro-5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)isoquinoline

: 1192829-36-9
N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

Guidance literature:: L-alanin; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 0.5h;

1-chloro-5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)isoquinoline; In dimethyl sulfoxide; at 120 ℃; for 48h; Inert atmosphere;

Reference yield:

: 3964-57-6
methyl 4-hydroxy-3-chlorobenzoate

: 1192829-36-9
N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: water; sodium hydroxide / methanol / 20 °C

2.2: pH 1 - 2 / Acidification

3.1: triethylamine; HATU / 2.5 h / 20 - 130 °C / Microwave irradiation

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C

5.1: trichlorophosphate / 4.25 h / 20 - 65 °C / Inert atmosphere

6.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 20 °C

6.2: 48 h / 120 °C / Inert atmosphere

With water; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; HATU; sodium hydroxide; trichlorophosphate; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 213598-07-3
3-chloro-4-isopropoxy-benzoic acid

: 1192829-36-9
N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; HATU / 2.5 h / 20 - 130 °C / Microwave irradiation

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C

3.1: trichlorophosphate / 4.25 h / 20 - 65 °C / Inert atmosphere

4.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 20 °C

4.2: 48 h / 120 °C / Inert atmosphere

With sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; HATU; trichlorophosphate; In dichloromethane; dimethyl sulfoxide;