(2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

Base Information

Chemical Name:(2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate
CAS No.:1267588-12-4
Molecular Formula:C₁₈H₁₅ClO₄
Molecular Weight:330.768
Hs Code.:

Synonyms:(2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

Chemical Property:

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Technology Process of (2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

There total 7 articles about (2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-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: 57.0%

: 67-56-1
methanol

: C₁₇H₁₃ClO₄

: 1267588-12-4
(2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

Guidance literature:: C₁₇H₁₃ClO₄; With (S,R(P))-2-phenyl-2,3-dihydroimidazo[1,2-a]pyrindinyl-pentaphenylcyclopentadienyliron; pivaloyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 8.33333h;

methanol; In dichloromethane; at 20 ℃; for 1.5h; stereoselective reaction;
DOI:10.1002/cjoc.201400186

Reference yield:

: 67-56-1
methanol

: 1267589-05-8
(E)-2-(2-(3-(4-chlorophenyl)-3-oxoprop-1-en-1-yl)phenoxy)acetic acid

: 1267588-12-4
(2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

: (2S,3R)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

Guidance literature:: (E)-2-(2-(3-(4-chlorophenyl)-3-oxoprop-1-en-1-yl)phenoxy)acetic acid; With pivaloyl chloride; levamisole hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃; for 0.583333h;

methanol; In dichloromethane; at 20 - 25 ℃; for 1h; optical yield given as %ee; stereospecific reaction;
DOI:10.1021/ja109975c

Reference yield:

: 132971-93-8,19739-02-7
2'-hydroxy-4-chlorochalcone

: 1267588-12-4
(2R,3S)-methyl-3-(2-(4-chlorophenyl)-2-oxoethyl)-2,3-dihydrobenzofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

1.2: Heating

1.3: 20 °C

2.1: (S,R(P))-2-phenyl-2,3-dihydroimidazo[1,2-a]pyrindinyl-pentaphenylcyclopentadienyliron; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / dichloromethane / 8.33 h / 0 °C

2.2: 1.5 h / 20 °C

With (S,R(P))-2-phenyl-2,3-dihydroimidazo[1,2-a]pyrindinyl-pentaphenylcyclopentadienyliron; pivaloyl chloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cjoc.201400186