(2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

Base Information

Chemical Name:(2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate
CAS No.:1314387-54-6
Molecular Formula:C₂₆H₂₆BrNO₇
Molecular Weight:544.399
Hs Code.:

Synonyms:(2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

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Chemical Property of (2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

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Technology Process of (2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

There total 7 articles about (2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate 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%

: 1314387-52-4
bis(2,2,2-trifluoroethyl) (5S,6R,9S)-6-(4-bromophenyl)-4-oxo-2-phenyl-9-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7,7-dicarboxylate

: 1314387-54-6
(2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ja309003x DOI:10.1021/ja309003x

Reference yield: 86.0%

: 1314387-52-4
bis(2,2,2-trifluoroethyl) (5S,6R,9S)-6-(4-bromophenyl)-4-oxo-2-phenyl-9-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7,7-dicarboxylate

: 124-41-4
sodium methylate

: 1314387-54-6
(2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

Guidance literature:: With methanol; for 1h; Inert atmosphere;
DOI:10.1002/anie.201101684

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1314387-54-6
(2R,3S,4S)-trimethyl 3-benzamido-2-(4-bromophenyl)-4-vinylcyclopentane-1,1,3-tricarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium acetate; acetic anhydride / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

2: trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium(0) chloroform complex / toluene / 16 h / 20 °C / Inert atmosphere

3: methanol / 1 h / Inert atmosphere

With methanol; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium acetate; acetic anhydride; In tetrahydrofuran; toluene;
DOI:10.1002/anie.201101684