4-Hexenoic acid, 2-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-6- oxo-6-(phenylamino)-, 1,1-dimethylethyl ester, (4E)-

Base Information

Chemical Name:4-Hexenoic acid, 2-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-6- oxo-6-(phenylamino)-, 1,1-dimethylethyl ester, (4E)-
CAS No.:274926-27-1
Molecular Formula:C31H32ClIN2O5
Molecular Weight:674.963
Hs Code.:

4-Hexenoic acid,
2-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-6-
oxo-6-(phenylamino)-, 1,1-dimethylethyl ester, (4E)-

Synonyms:

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Chemical Property of 4-Hexenoic acid, 2-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-6- oxo-6-(phenylamino)-, 1,1-dimethylethyl ester, (4E)-

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Technology Process of 4-Hexenoic acid, 2-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-6- oxo-6-(phenylamino)-, 1,1-dimethylethyl ester, (4E)-

There total 4 articles about 4-Hexenoic acid, 2-[[(5-chloro-2-iodophenyl)[(4-methoxyphenyl)methyl]amino]carbonyl]-6- oxo-6-(phenylamino)-, 1,1-dimethylethyl ester, (4E)- 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: 80.0%

: (E)-4-bromo-N-phenylbut-2-enamide

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

: 274926-27-1
(E)-2-[(5-chloro-2-iodo-phenyl)-(4-methoxybenzyl)-carbamoyl]-5-phenylcarbamoyl-pent-4-enoic 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 0 ℃; for 1h;

(E)-4-bromo-N-phenylbut-2-enamide; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0014-827X(03)00166-6

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 274926-27-1
(E)-2-[(5-chloro-2-iodo-phenyl)-(4-methoxybenzyl)-carbamoyl]-5-phenylcarbamoyl-pent-4-enoic 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 / 1 h / 0 °C

5.2: 80 percent / tetrahydrofuran / 1 h / 0 °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:

: 5446-05-9
4-chloro-2-nitroiodobenzene

: 274926-27-1
(E)-2-[(5-chloro-2-iodo-phenyl)-(4-methoxybenzyl)-carbamoyl]-5-phenylcarbamoyl-pent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Fe; HOAc / ethanol

2: NaI / dimethylformamide

4: LiOH / tetrahydrofuran

5: EDC-Cl

6: NaN(TMS)2 / tetrahydrofuran

With lithium hydroxide; sodium hexamethyldisilazane; iron; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1: Reduction / 2: Alkylation / 3: Condensation / 4: saponification / 5: Esterification / 6: Condensation;
DOI:10.1016/S0031-6865(99)00059-X