N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

Base Information

Chemical Name:N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide
CAS No.:944882-37-5
Molecular Formula:C₂₉H₂₉ClN₄O₅
Molecular Weight:549.026
Hs Code.:

Synonyms:N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

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Chemical Property of N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

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Technology Process of N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

There total 7 articles about N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide 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: 92.0%

: 944882-36-4
tert-butoxy-N-[(3-phenylprop-2-ynyl)amino]carboxamide

: 179543-91-0,182887-52-1
7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)hydroquinoline-3-carboxylic acid

: 944882-37-5
N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

Guidance literature:: 7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)hydroquinoline-3-carboxylic acid; With CMC; In tetrahydrofuran;

tert-butoxy-N-[(3-phenylprop-2-ynyl)amino]carboxamide; In tetrahydrofuran; Further stages.;
DOI:10.1021/jm060212s

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 944882-37-5
N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 47 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 11 h / Heating

2.1: 60 percent / aq. NaOH / H₂O / 1 h / 60 °C

3.1: 94.3 percent / DCC / tetrahydrofuran / 15 h / 20 °C

4.1: 64 percent / aq. KOH / H₂O / 3 h / 60 °C

5.1: CMC / tetrahydrofuran

5.2: 92 percent / tetrahydrofuran

With potassium hydroxide; sodium hydroxide; potassium tert-butylate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1021/jm060212s

Reference yield:

: 349110-82-3,147494-01-7
dimethyl 7-chloro-4-hydroxy-quinoline-2,3-dicarboxylate

: 944882-37-5
N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-phenylprop-2-ynyl)carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60 percent / aq. NaOH / H₂O / 1 h / 60 °C

2.1: 94.3 percent / DCC / tetrahydrofuran / 15 h / 20 °C

3.1: 64 percent / aq. KOH / H₂O / 3 h / 60 °C

4.1: CMC / tetrahydrofuran

4.2: 92 percent / tetrahydrofuran

With potassium hydroxide; sodium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;
DOI:10.1021/jm060212s