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

Base Information

Chemical Name:{4-[2-(tert-butoxycarbonylmethyl-carbamoyl)-vinyl]-2,5-dichloro-phenylsulfanyl}-acetic acid methyl ester
CAS No.:208512-49-6
Molecular Formula:C₁₈H₂₁Cl₂NO₅S
Molecular Weight:434.34
Hs Code.:

{4-[2-(<i>tert</i>-butoxycarbonylmethyl-carbamoyl)-vinyl]-2,5-dichloro-phenylsulfanyl}-acetic acid methyl ester

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

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Chemical Property of {4-[2-(tert-butoxycarbonylmethyl-carbamoyl)-vinyl]-2,5-dichloro-phenylsulfanyl}-acetic acid methyl ester

Chemical Property:

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Technology Process of {4-[2-(tert-butoxycarbonylmethyl-carbamoyl)-vinyl]-2,5-dichloro-phenylsulfanyl}-acetic acid methyl ester

There total 11 articles about {4-[2-(tert-butoxycarbonylmethyl-carbamoyl)-vinyl]-2,5-dichloro-phenylsulfanyl}-acetic 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:

: tert-butyl 2-[(2E)-3-(2,4,5-trichlorophenyl)prop-2-enamido]acetate

: 2365-48-2
Methyl thioglycolate

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

Guidance literature:: Methyl thioglycolate; With benzyltri(n-butyl)ammonium chloride; lithium tert-butoxide; In N,N-dimethyl-formamide; at 20 ℃; for 1.08333h; Inert atmosphere; Large scale;

tert-butyl 2-[(2E)-3-(2,4,5-trichlorophenyl)prop-2-enamido]acetate; In N,N-dimethyl-formamide; at -10 - -5 ℃; for 15h; Inert atmosphere; Large scale;

Reference yield:

: 27532-96-3
glycine tert-butyl ester hydrochloride

: 208512-47-4
(E)-3-(2,5-Dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-acrylic acid 2,5-dioxo-pyrrolidin-1-yl ester

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

Guidance literature:: With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0968-0896(02)00336-X

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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