2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

Base Information

Chemical Name:2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester
CAS No.:267651-27-4
Molecular Formula:C₂₂H₁₉BrCl₃NO₇
Molecular Weight:595.658
Hs Code.:

Synonyms:2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

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Chemical Property of 2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

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Technology Process of 2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

There total 8 articles about 2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl 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: 81.0%

: 267651-26-3
2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-benzofuran-5-yl]-propionic acid methyl ester

: 267651-27-4
2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

Guidance literature:: With peracetic acid; In dichloromethane; for 48h;
DOI:10.1021/ol005547x

Reference yield:

: 267651-23-0
1-(3-bromo-2-methoxyphenyl)ethan-1-one

: 267651-27-4
2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / BnMe₃NCl₂I; aq. AcOH / 1,2-dichloro-ethane / 4.5 h / Heating

2: 71 percent / K₂CO₃ / CH₂Cl₂ / 72 h / 20 °C

3: 84 percent / polyphosphoric acid / benzene / 5 h / Heating

4: 81 percent / peracetic acid / CH₂Cl₂ / 48 h

With peracetic acid; PPA; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; acetic acid; In dichloromethane; 1,2-dichloro-ethane; benzene; 1: Chlorination / 2: Alkylation / 3: Cyclization / 4: Oxidation;
DOI:10.1021/ol005547x

Reference yield:

: 38603-09-7
2,6-dibromoanisole

: 267651-27-4
2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: i-PrMgCl / tetrahydrofuran / 8 h / Heating

1.2: 84 percent / tetrahydrofuran / 0.33 h / 20 °C

2.1: 94 percent / oxaloyl chloride / CH₂Cl₂; dimethylsulfoxide / 0.5 h

3.1: 96 percent / BnMe₃NCl₂I; aq. AcOH / 1,2-dichloro-ethane / 4.5 h / Heating

4.1: 71 percent / K₂CO₃ / CH₂Cl₂ / 72 h / 20 °C

5.1: 84 percent / polyphosphoric acid / benzene / 5 h / Heating

6.1: 81 percent / peracetic acid / CH₂Cl₂ / 48 h

With peracetic acid; PPA; oxalyl dichloride; isopropylmagnesium chloride; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; acetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; benzene; 1.1: Grignard reaction / 1.2: Grignard reaction / 2.1: Swern oxidation / 3.1: Chlorination / 4.1: Alkylation / 5.1: Cyclization / 6.1: Oxidation;
DOI:10.1021/ol005547x