[4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

Base Information

Chemical Name:[4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester
CAS No.:439904-25-3
Molecular Formula:C₂₄H₃₁NO₉
Molecular Weight:477.511
Hs Code.:

Synonyms:[4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

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Chemical Property of [4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

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Technology Process of [4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

There total 4 articles about [4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) 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:

: 476212-91-6
2-[4-(2-acetylamino-2-methoxycarbonyl-vinyl)-2-methoxycarbonyl-phenyl]-malonic acid di-tert-butyl ester

: 439904-25-3
[4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1021/jm010927p

Reference yield:

: 14192-12-2
2,5-diiodobenzoic acid

: 439904-25-3
[4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74.9 percent / SOCl₂ / 23 h / Heating

2.1: NaH / dioxane / 0.5 h / 20 °C

2.2: CuBr / dioxane / 0.25 h / 20 °C

2.3: 70.8 percent / dioxane / 16 h / Heating

3.1: Et₃N; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 30 h / Heating

4.1: aq. LiOH / tetrahydrofuran / 1.5 h / 20 °C

With palladium diacetate; lithium hydroxide; thionyl chloride; sodium hydride; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; 1,4-dioxane; acetonitrile;
DOI:10.1021/jm010927p

Reference yield:

: 14192-13-3
methyl 2,5-diiodobenzoate

: 439904-25-3
[4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl]propanedioic acid 1,3-bis(1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dioxane / 0.5 h / 20 °C

1.2: CuBr / dioxane / 0.25 h / 20 °C

1.3: 70.8 percent / dioxane / 16 h / Heating

2.1: Et₃N; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 30 h / Heating

3.1: aq. LiOH / tetrahydrofuran / 1.5 h / 20 °C

With palladium diacetate; lithium hydroxide; sodium hydride; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; 1,4-dioxane; acetonitrile;
DOI:10.1021/jm010927p