2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

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Chemical Name:2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid
CAS No.:307002-20-6
Molecular Formula:C₁₇H₁₉Cl₂NO₅S
Molecular Weight:420.314
Hs Code.:

Synonyms:2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

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Chemical Property of 2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

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Technology Process of 2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

There total 14 articles about 2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic 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: 80.0%

: 208512-49-6
{4-[2-(tert-butoxycarbonylmethyl-carbamoyl)-vinyl]-2,5-dichloro-phenylsulfanyl}-acetic acid methyl ester

: 307002-20-6
2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/S0968-0896(02)00336-X

Reference yield:

: 7145-82-6
2,4,5-trichloroiodobenzene

: 307002-20-6
2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Pd(OAc)3; PPh₃; Bu₃N / dimethylformamide / 3 h / 80 °C

2: 75 percent / dimethylformamide / 1 h / 20 °C

3: 79 percent / TFA / CH₂Cl₂; methoxybenzene / 1 h / 20 °C

4: dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / 20 °C

5: 10.4 g / N-methylmorpholine / dimethylformamide / 1 h / 0 - 20 °C

6: 80 percent / aq. NaOH / tetrahydrofuran / 1 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; palladium(III) acetate; tributyl-amine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; methoxybenzene; N,N-dimethyl-formamide; 1: Heck reaction;
DOI:10.1016/S0968-0896(02)00336-X

Reference yield:

: 32609-05-5
2,4,5-trichloro-cinnamic acid

: 307002-20-6
2-({4-[(1E)-2-{[2-(tert-butoxy)-2-oxoethyl]carbamoyl}eth-1-en-1-yl]-2,5-dichlorophenyl}sulfanyl)acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: Vilsmeier reagent / water; tetrahydrofuran / 3 h / 20 - 24 °C / Inert atmosphere; Large scale

1.2: 0.5 h / 20 - 24 °C / Large scale

2.1: benzyltri(n-butyl)ammonium chloride; lithium tert-butoxide / N,N-dimethyl-formamide / 1.08 h / 20 °C / Inert atmosphere; Large scale

2.2: 15 h / -10 - -5 °C / Inert atmosphere; Large scale

3.1: lithium hydroxide monohydrate / water / 3 h / -4 - 0 °C / pH 13.6 / Large scale

With lithium hydroxide monohydrate; Vilsmeier reagent; benzyltri(n-butyl)ammonium chloride; lithium tert-butoxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;