Benzenepropanoic acid, a-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-b- oxo-, 1,1-dimethylethyl ester

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Chemical Name:Benzenepropanoic acid, a-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-b- oxo-, 1,1-dimethylethyl ester
CAS No.:671207-77-5
Molecular Formula:C28H27ClINO5
Molecular Weight:619.884
Hs Code.:

Synonyms:

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Chemical Property of Benzenepropanoic acid, a-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-b- oxo-, 1,1-dimethylethyl ester

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Technology Process of Benzenepropanoic acid, a-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-b- oxo-, 1,1-dimethylethyl ester

There total 5 articles about Benzenepropanoic acid, a-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-b- oxo-, 1,1-dimethylethyl ester 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%

: 98-88-4
benzoyl chloride

: 274926-26-0
N-(5-chloro-2-iodo-phenyl)-N-(4-methoxybenzyl)-malonamic acid tert-butyl ester

: 671207-77-5
2-benzoyl-N-(5-chloro-2-iodo-phenyl)-N-(4-methoxy-benzyl)-malonamic acid tert-butyl ester

Guidance literature:: N-(5-chloro-2-iodo-phenyl)-N-(4-methoxybenzyl)-malonamic acid tert-butyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃;

benzoyl chloride; In tetrahydrofuran; at 20 ℃; for 0.25h;
DOI:10.1016/S0014-827X(03)00166-6

Reference yield:

: 6828-35-9
5-chloro-2-iodoaniline

: 671207-77-5
2-benzoyl-N-(5-chloro-2-iodo-phenyl)-N-(4-methoxy-benzyl)-malonamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 66 percent / NaI / dimethylformamide / 2 h / 80 °C

2.1: 97 percent / pyridine / toluene / 0.75 h / 0 °C

3.1: 92 percent / aq. LiOH / tetrahydrofuran / 18 h / 20 °C

4.1: 65 percent / 4-(dimethylamino)pyridine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 1.25 h / 0 - 20 °C

5.1: [(CH₃)3Si]2NNa / tetrahydrofuran / -78 - 0 °C

5.2: 52 percent / tetrahydrofuran / 0.25 h / 20 °C

With pyridine; dmap; lithium hydroxide; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0014-827X(03)00166-6

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 671207-77-5
2-benzoyl-N-(5-chloro-2-iodo-phenyl)-N-(4-methoxy-benzyl)-malonamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 66 percent / NaI / dimethylformamide / 2 h / 80 °C

2.1: 97 percent / pyridine / toluene / 0.75 h / 0 °C

3.1: 92 percent / aq. LiOH / tetrahydrofuran / 18 h / 20 °C

4.1: 65 percent / 4-(dimethylamino)pyridine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 1.25 h / 0 - 20 °C

5.1: [(CH₃)3Si]2NNa / tetrahydrofuran / -78 - 0 °C

5.2: 52 percent / tetrahydrofuran / 0.25 h / 20 °C

With pyridine; dmap; lithium hydroxide; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0014-827X(03)00166-6