5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

Base Information

Chemical Name:5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione
CAS No.:178898-52-7
Molecular Formula:C₁₆H₁₈N₂O₄
Molecular Weight:302.33
Hs Code.:

Synonyms:5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

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Chemical Property of 5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

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Technology Process of 5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

There total 10 articles about 5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione 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: 50.0%

: 178898-49-2
(1R,2R)-2-[(S)-1-(4-Methoxy-benzyl)-2,5-dioxo-4-(2-m-tolyl-ethyl)-imidazolidin-4-yl]-cyclopropanecarboxylic acid 4-methoxy-benzyl ester

: 178898-52-7
5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; for 2.5h; Ambient temperature;
DOI:10.1021/jm970498o

Reference yield:

: 1875-89-4
2-(3-methylphenyl)ethanol

: 178898-52-7
5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: I₂, triphenylphosphine, imidazole / CH₂Cl₂

2: 1.) Zn(Cu), 2.) Pd(Ph₃P)4 / 1.) benzene, N,N-dimethylacetamide, 60 deg C, 3 h, 2.) benzene, N,N-dimethylacetamide, RT, 1 h

3: 95 percent / 1 N aq. NaOH / ethanol / 18 h / 65 °C

4: 63 percent / ethanol; H₂O / 24 h / 55 °C

5: 48 percent / KHCO₃ / dimethylformamide / 125 °C

6: 50 percent / ceric ammonium nitrate / acetonitrile; H₂O / 2.5 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc copper; ammonium cerium(IV) nitrate; iodine; potassium hydrogencarbonate; triphenylphosphine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm970498o

Reference yield:

: 96149-01-8
(1R,2R)-cyclopropane-1,2-dicarboxylic acid bis-(1S,2R,5S)-(5-isopropyl-2-methyl-cyclohexyl) ester

: 178898-52-7
5S-5-(1R,2R-2-carboxycyclopropan-1-yl)-5-(2-(3-methylphenyl)ethyl)imidazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 5 N aq. NaOH / propan-2-ol / 70 °C

2: SOCl₂ / Ambient temperature

3: 1.) Zn(Cu), 2.) Pd(Ph₃P)4 / 1.) benzene, N,N-dimethylacetamide, 60 deg C, 3 h, 2.) benzene, N,N-dimethylacetamide, RT, 1 h

4: 95 percent / 1 N aq. NaOH / ethanol / 18 h / 65 °C

5: 63 percent / ethanol; H₂O / 24 h / 55 °C

6: 48 percent / KHCO₃ / dimethylformamide / 125 °C

7: 50 percent / ceric ammonium nitrate / acetonitrile; H₂O / 2.5 h / Ambient temperature

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; zinc copper; ammonium cerium(IV) nitrate; potassium hydrogencarbonate; In ethanol; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1021/jm970498o