(2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

Base Information

Chemical Name:(2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one
CAS No.:1279097-34-5
Molecular Formula:C₁₆H₁₇NO₄
Molecular Weight:287.315
Hs Code.:

Synonyms:(2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

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Chemical Property of (2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

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Technology Process of (2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

There total 3 articles about (2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-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: 94.0%

: 18315-81-6
(Z)-2-bromo-2-nitro-1-phenylethene

: 126-81-8
dimedone

: 1279097-34-5
(2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

Guidance literature:: With (1R,1'R,2S,2'S)-1,1'-(propane-1,3-diyl)bis(2-((2,6-diisopropylphenyl)carbamoyl)pyrrolidine-1-oxide); potassium hydrogenphosphate trihydrate; In tetrahydrofuran; toluene; at -50 ℃; for 72h; Reagent/catalyst; Solvent; enantioselective reaction; Catalytic behavior;
DOI:10.1002/adsc.201401198

Reference yield:

: 7166-19-0,18315-81-6,39674-40-3
beta-bromo-beta-nitrostyrene

: 126-81-8
dimedone

: 1279097-34-5
(2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

: 1258517-38-2
(2R,3R)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

Guidance literature:: With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)thiourea; N,N,N,N,-tetramethylethylenediamine; In chloroform; at -20 ℃; for 24h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol102499r

Reference yield:

: 5153-67-3
nitrostyrene

: 126-81-8
dimedone

: 1279097-34-5
(2S,3S)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

: 1258517-38-2
(2R,3R)-2,3,6,7-tetrahydro-6,6-dimethyl-2-nitro-3-phenylbenzofuran-4(5H)-one

Guidance literature:: nitrostyrene; dimedone; With C₃₃H₃₀F₆N₄O₃; In dichloromethane; at 20 ℃; for 3h;

With iodine; potassium carbonate; In diethyl ether; at 20 ℃; for 1h; Reagent/catalyst; Solvent; Overall yield = 58 %; stereoselective reaction;
DOI:10.1002/ejoc.201800575