(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

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Chemical Name:(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one
CAS No.:1612233-60-9
Molecular Formula:C₂₀H₁₆BrNO₂S
Molecular Weight:414.323
Hs Code.:

Synonyms:(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

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Chemical Property of (S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

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Technology Process of (S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

There total 12 articles about (S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one 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: 78.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1612233-57-4
(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-5,6-dihydro-1H-inden-2(4H)-one

: 1612233-60-9
(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

Guidance literature:: With trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; In tetrahydrofuran; at 20 - 67 ℃; for 7.66667h; Inert atmosphere;
DOI:10.1021/ja5043462

Reference yield:

: 1612233-46-1
(S)-tert-butyldimethyl((4-methyl-7-(tributylstannyl)hept-5-yn-1-yl)oxy)silane

: 1612233-60-9
(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: triphenyl-arsane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / methanol / 5 h / 20 °C / Inert atmosphere

3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

4: potassium carbonate; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate / 1.33 h / 0 °C / Inert atmosphere

5: 4-methylmorpholine N-oxide / tetrahydrofuran / 1.42 h / -50 - 20 °C / Inert atmosphere

6: diisopropylamine 2,2,2-trifluoroacetic acid salt; trifluoroacetic acid / tetrahydrofuran / 7.67 h / 20 - 67 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; pyridinium p-toluenesulfonate; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; 4-methylmorpholine N-oxide; trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: |Stille Cross Coupling;
DOI:10.1021/ja5043462

Reference yield:

: 1612233-51-8
(S)-5-(4-bromo-2-(phenylthio)oxazol-5-yl)-4-methylhepta-5,6-dien-1-ol

: 1612233-60-9
(S)-7-(4-bromo-2-(phenylthio)oxazol-5-yl)-6-methyl-1-methylene-5,6-dihydro-1H-inden-2(4H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

2: potassium carbonate; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate / 1.33 h / 0 °C / Inert atmosphere

3: 4-methylmorpholine N-oxide / tetrahydrofuran / 1.42 h / -50 - 20 °C / Inert atmosphere

4: diisopropylamine 2,2,2-trifluoroacetic acid salt; trifluoroacetic acid / tetrahydrofuran / 7.67 h / 20 - 67 °C / Inert atmosphere

With dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; 4-methylmorpholine N-oxide; trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1021/ja5043462