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

Base Information

Chemical Name: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
CAS No.:854443-88-2
Molecular Formula:C₂₅H₂₅BCl₂N₂O₇
Molecular Weight:547.2
Hs Code.:

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]-propionic acid

Synonyms: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

Suppliers and Price of 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

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 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

There total 14 articles about 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 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:

: 854443-93-9
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 methyl ester

: 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

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 22 ℃; for 3h;
DOI:10.1021/ja051790l

Reference yield:

: 943975-93-7
2-amino-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionic acid methyl ester

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 1.68 g / EDC; HOBt; NaHCO₃ / tetrahydrofuran / 14 h / 20 °C

2: aq. LiOH / tetrahydrofuran / 2 h / 20 °C

With lithium hydroxide; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran;
DOI:10.1021/ol070889p

Reference yield:

: 943975-92-6
C₂₇H₃₇N₃O₁₀

: 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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / Zn; HOAc / CH₂Cl₂ / 0.5 h / 20 °C

2.1: aq. HCl; NaNO₂ / tetrahydrofuran / 0.08 h / 0 °C

2.2: 65 percent / potassium iodide / H₂O / 0.5 h / 0 °C

3.1: 97 percent / KOAc / PdCl₂(dppf)*CH₂Cl₂ / dimethylsulfoxide / 3 h / 80 °C

4.1: TMSI / CHCl₃; methanol / 6 h / 20 °C

5.1: 1.68 g / EDC; HOBt; NaHCO₃ / tetrahydrofuran / 14 h / 20 °C

6.1: aq. LiOH / tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; lithium hydroxide; trimethylsilyl iodide; potassium acetate; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; zinc; sodium nitrite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; dichloromethane; chloroform; dimethyl sulfoxide; 3.1: Suzuki-Miyaura reaction;
DOI:10.1021/ol070889p