(1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

Base Information

Chemical Name:(1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate
CAS No.:1378383-87-9
Molecular Formula:C₂₃H₂₄O₃S
Molecular Weight:380.508
Hs Code.:

Synonyms:(1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

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Chemical Property of (1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

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Technology Process of (1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

There total 2 articles about (1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-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:

: 1378383-45-9
(S,E)-ethyl 3-[2-(p-tolylsulfinyl)phenyl]acrylate

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 1378383-87-9
(1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

: C₂₃H₂₄O₃S

: C₂₃H₂₄O₃S

: 1378383-84-6
(1S,2R,3R,4R)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

Guidance literature:: With ytterbium(III) triflate; In acetonitrile; at 20 ℃; for 18h; under 6150620 Torr; diastereoselective reaction; Autoclave;
DOI:10.1016/j.tet.2012.03.112

Reference yield:

: 861942-71-4
(S)‐2‐(p‐tolylsulfinyl)benzaldehyde

: 1378383-87-9
(1R,2S,3S,4S)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

: C₂₃H₂₄O₃S

: C₂₃H₂₄O₃S

: 1378383-84-6
(1S,2R,3R,4R)-ethyl 3-[2-((S)-p-tolylsulfinyl)phenyl]bicyclo[2.2.1]hept-5-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / -78 - 20 °C

2.1: ytterbium(III) triflate / acetonitrile / 18 h / 20 °C / 6150620 Torr / Autoclave

With sodium hydride; ytterbium(III) triflate; In tetrahydrofuran; acetonitrile; 2.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2012.03.112