N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

Base Information

Chemical Name:N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide
CAS No.:854443-91-7
Molecular Formula:C₄₅H₄₅BCl₄IN₅O₁₀
Molecular Weight:1095.41
Hs Code.:

<i>N</i>-[{[<i>tert</i>-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1<i>H</i>-indol-3-yl]-propionamide

Synonyms:N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

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Chemical Property of N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

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Technology Process of N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

There total 11 articles about N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide 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:

: 2-[2-amino-2-(3,5-dichloro-4-hydroxy-phenyl)-acetylamino]-N-tert-butyl-2-(4-hydroxy-3-iodo-phenyl)-acetamide

: 854443-88-2
2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionic acid

: 854443-91-7
N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

Guidance literature:: With HATU; In tetrahydrofuran; at 22 ℃; for 4h;
DOI:10.1021/ja051790l

Reference yield:

: 2-amino-N-tert-butyl-2-(4-hydroxy-3-iodo-phenyl)-acetamide

: 854443-91-7
N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

Guidance literature:: Multi-step reaction with 3 steps

1: 44 mg / 3-(diethyloxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; NaHCO₃ / tetrahydrofuran / 11 h / 22 °C

2: HCl / methanol / 1 h / 22 °C

3: 32.1 mg / [2-(1H-7-azabenzotriazol)-1,1,3,3-methyluronium]*PF₆ / tetrahydrofuran / 4 h / 22 °C

With hydrogenchloride; sodium hydrogencarbonate; HATU; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; methanol;
DOI:10.1021/ja051790l

Reference yield:

: [tert-butylcarbamoyl-(4-hydroxy-phenyl)-methyl]-carbamic acid tert-butyl ester

: 854443-91-7
N-[{[tert-butylcarbamoyl-(4-hydroxy-3-iodo-phenyl)-methyl]-carbamoyl}-(3,5-dichloro-4-hydroxy-phenyl)-methyl]-2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NaI; chloramine-T / dimethylformamide / 1 h / 22 °C

2: HCl / methanol / 1 h / 22 °C

3: 44 mg / 3-(diethyloxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; NaHCO₃ / tetrahydrofuran / 11 h / 22 °C

4: HCl / methanol / 1 h / 22 °C

5: 32.1 mg / [2-(1H-7-azabenzotriazol)-1,1,3,3-methyluronium]*PF₆ / tetrahydrofuran / 4 h / 22 °C

With hydrogenchloride; chloroamine-T; sodium hydrogencarbonate; HATU; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; sodium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja051790l