N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester

Base Information

• Chemical Name: N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester
• CAS No.: 174522-55-5
• Molecular Formula: C₂₉H₂₃ClF₃N₃O₄S
• Molecular Weight: 602.034

Synonyms:N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester

Chemical Property of N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester

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Technology Process of N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester

There total 2 articles about N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl 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: 93.0%

benzyl 2-aminoacetate hydrochloride (2462-31-9) + N-(4-chloro-3-methyl-5-isothiazolyl)-β-(dimethylamino)-p-[(α,α,α-trifluoro-p-tolyl)oxy]atropamide (174520-60-6) → N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester (174522-55-5)

Guidance literature:

In tetrahydrofuran; water; at 55 ℃; for 8h;

DOI:10.1021/jf990095s

Reference yield:

N-(4-chloro-3-methyl-5-isothiazolyl)-2-[p-[(α,α,α-trifluoro-p-tolyl)oxy]phenyl]acetamide (174520-35-5) → N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester (174522-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / toluene / 7 h / Heating

2: 93 percent / tetrahydrofuran; H₂O / 8 h / 55 °C

In tetrahydrofuran; water; toluene; 1: Condensation / 2: Michael addition-elimination;

DOI:10.1021/jf990095s

Reference yield: 24.0%

N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine benzyl ester (174522-55-5) → N-[(E,Z)-β-[(4-chloro-3-methyl-5-isothiazolyl)carbamoyl]-p-[(α,α,α-trifluoro-p-tolyl)oxy]styryl]glycine

Guidance literature:

With potassium carbonate; In methanol; for 6h;

DOI:10.1021/jf990095s

upstream raw materials:

benzyl 2-aminoacetate hydrochloride

N-(4-chloro-3-methyl-5-isothiazolyl)-β-(dimethylamino)-p-[(α,α,α-trifluoro-p-tolyl)oxy]atropamide

N-(4-chloro-3-methyl-5-isothiazolyl)-2-[p-[(α,α,α-trifluoro-p-tolyl)oxy]phenyl]acetamide

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