ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

Base Information

Chemical Name:ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate
CAS No.:1350469-23-6
Molecular Formula:C₂₄H₂₅N₃O₈
Molecular Weight:483.478
Hs Code.:

Synonyms:ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

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Chemical Property of ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

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Technology Process of ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

There total 10 articles about ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate 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: 84.8%

: 1350468-50-6
ethyl (R)-1-(hydroxymethyl)-2-methyl-3-oxoisoindoline-1-carboxylate

: 1350468-85-7
[3-(dimethylcarbamoyl)-4-nitrophenyl]acetic acid

: 1350469-23-6
ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 89-51-0
Homophthalic acid

: 1350469-23-6
ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / 24 h / 75 °C

2: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 20 h / 80 °C

3: acetonitrile; tetrahydrofuran / 20.5 h / 0 - 40 °C

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane / 1 h / 20 °C

5: Chiralpak AS-H 4.6x250 mm column / carbon dioxide; methanol / Resolution of racemate; Chiral SFC

6: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

With dmap; N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; carbon dioxide; acetonitrile;

Reference yield:

: 2516-95-2
5-chloro-2-nitrobenzoic acid

: 1350469-23-6
ethyl (1R)-1-({2-[3-(dimethylcarbamoyl)-4-nitrophenyl]acetoxy}methyl)-2-methyl-3-oxoisoindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 1 h / Reflux

2.1: triethylamine / tetrahydrofuran / 20 °C / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

3.2: 3 h / 120 °C

4.1: hydrogenchloride; water / 3 h / Reflux

5.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

With hydrogenchloride; dmap; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;