(S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

Base Information

Chemical Name:(S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate
CAS No.:1394351-12-2
Molecular Formula:C₂₂H₂₂INO₆
Molecular Weight:523.324
Hs Code.:

Synonyms:(S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

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Chemical Property of (S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

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Technology Process of (S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

There total 3 articles about (S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate 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: 86.0%

: 1394350-82-3
dimethyl 4,4'-(2-amino-2-(ethoxycarbonyl)propane-1,3-diyl)-bis(3-iodobenzoate)

: 1394351-12-2
(S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

Guidance literature:: With copper(l) iodide; (Ra)-3,3’-di(anthracen-9-yl)-[1,1’-binaphthalene]-2,2’-diol; caesium carbonate; In 1,4-dioxane; at 20 ℃; for 10h; enantioselective reaction;
DOI:10.1021/ja306631z

Reference yield:

: 1394350-82-3
dimethyl 4,4'-(2-amino-2-(ethoxycarbonyl)propane-1,3-diyl)-bis(3-iodobenzoate)

: 1394351-12-2
(S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

: 1628179-05-4
2-ethyl 6-methyl 2-[2-iodo-4-(methoxycarbonyl)benzyl]indoline-2,6-dicarboxylate

Guidance literature:: With dmap; potassium phosphate; copper(l) iodide; (2S,3aS,7aS)-perhydroindole-2-carboxylic acid; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃; Overall yield = 57 %; Overall yield = 149 mg; enantioselective reaction;
DOI:10.1055/s-0033-1338638

Reference yield:

: 229028-10-8
methyl 4-(bromomethyl)-3-iodo-benzoate

: 1394351-12-2
(S)-2-ethyl 6-methyl 2-(2-iodo-4-(methoxycarbonyl)benzyl)indoline-2,6-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / acetonitrile / 0 - 70 °C

2: water; hydrogenchloride / ethanol / 20 °C

3: copper(l) iodide; caesium carbonate; (Ra)-3,3’-di(anthracen-9-yl)-[1,1’-binaphthalene]-2,2’-diol / 1,4-dioxane / 10 h / 20 °C

With hydrogenchloride; copper(l) iodide; (Ra)-3,3’-di(anthracen-9-yl)-[1,1’-binaphthalene]-2,2’-diol; water; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; caesium carbonate; In 1,4-dioxane; ethanol; acetonitrile; 3: |Ullmann-Fetvadjian Synthesis;
DOI:10.1021/ja306631z