(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

Base Information

Chemical Name:(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene
CAS No.:510730-40-2
Molecular Formula:C₁₇H₁₈O₃S
Molecular Weight:302.394
Hs Code.:

(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0<sup>5,7</sup>]dec-2-ene

Synonyms:(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

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Chemical Property of (1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

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Technology Process of (1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

There total 6 articles about (1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene 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:

: 510730-39-9
1-(4-diazo-3-oxo-4-phenylsulfonylbutyl)-1-methyl-2,5-cyclohexadiene

: 510730-40-2
(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

: (1S,5R,6R,7S)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

Guidance literature:: With copper(I) trifluoromethanesulfonate benzene; [cyclo-{-C=N-(S)CH(iPr)-CH₂O-}]2CMe₂; In toluene; at 20 ℃; for 3.5h;
DOI:10.1021/ja029534l

Reference yield:

: 510730-37-7
ethyl 3-(1-methyl-2,5-cyclohexadienyl)propanate

: 510730-40-2
(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / nBuLi / tetrahydrofuran / 0.5 h / 0 °C

2: 90 percent / triethylamine; p-toluenesulfonyl azide / acetonitrile / 3 h / 20 °C

3: [cyclo-{-C=N-(S)CH(iPr)-CH₂O-}]2CMe₂; [CuOTf]2*C₆H₆ / toluene / 3.5 h / 20 °C

With n-butyllithium; 4-toluenesulfonyl azide; copper(I) trifluoromethanesulfonate benzene; [cyclo-{-C=N-(S)CH(iPr)-CH₂O-}]2CMe₂; triethylamine; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1021/ja029534l

Reference yield:

: 510730-36-6
ethyl (E)-3-(1-methyl-2,5-cyclohexadienyl)propenoate

: 510730-40-2
(1R,5S,6S,7R)-1-methyl-8-oxo-7-phenylsulfonyltricyclo[4.4.0.0^5,7]dec-2-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / NiCl₂*6H₂O; NaBH₄ / methanol / 1.5 h / 0 °C

2: 88 percent / nBuLi / tetrahydrofuran / 0.5 h / 0 °C

3: 90 percent / triethylamine; p-toluenesulfonyl azide / acetonitrile / 3 h / 20 °C

4: [cyclo-{-C=N-(S)CH(iPr)-CH₂O-}]2CMe₂; [CuOTf]2*C₆H₆ / toluene / 3.5 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; 4-toluenesulfonyl azide; copper(I) trifluoromethanesulfonate benzene; [cyclo-{-C=N-(S)CH(iPr)-CH₂O-}]2CMe₂; triethylamine; nickel dichloride; In tetrahydrofuran; methanol; toluene; acetonitrile;
DOI:10.1021/ja029534l