1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

Base Information

Chemical Name:1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate
CAS No.:1410783-68-4
Molecular Formula:C₂₃H₂₃NO₆
Molecular Weight:409.439
Hs Code.:

Synonyms:1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

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Chemical Property of 1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

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Technology Process of 1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

There total 5 articles about 1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate 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: 96.0%

: 1410783-67-3
(2R)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-(ethoxycarbonyl)-2-methylbutanoic acid

: 100-39-0
benzyl bromide

: 1410783-68-4
1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 12h; Inert atmosphere;
DOI:10.1039/c3ob41282b

Reference yield:

: 609-08-5
Diethyl methylmalonate

: 1410783-68-4
1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere

1.2: 13 h / Inert atmosphere; Reflux

2.1: N,N-dimethyl-formamide / 90 °C / Sealed tube

3.1: pig liver esterase; sodium hydroxide / aq. phosphate buffer / 48 h / pH 7.4 / Enzymatic reaction

4.1: potassium carbonate / N,N-dimethyl-formamide / 12.25 h / Inert atmosphere

With pig liver esterase; sodium hydride; potassium carbonate; sodium hydroxide; In tetrahydrofuran; aq. phosphate buffer; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo3015903

Reference yield:

: diethyl [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl](2-methyl)propanedioate

: 1410783-68-4
1-benzyl 3-ethyl (S)-2-methyl-2-[2-(1,3-dioxoisoindolin-2-yl)ethyl]malonate

Guidance literature:: Multi-step reaction with 2 steps

1: pig liver esterase; sodium hydroxide / aq. phosphate buffer / 48 h / pH 7.4 / Enzymatic reaction

2: potassium carbonate / N,N-dimethyl-formamide / 12.25 h / Inert atmosphere

With pig liver esterase; potassium carbonate; sodium hydroxide; In aq. phosphate buffer; N,N-dimethyl-formamide;
DOI:10.1021/jo3015903