(-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

Base Information

Chemical Name:(-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one
CAS No.:286856-13-1
Molecular Formula:C₃₁H₄₄O₄S
Molecular Weight:512.754
Hs Code.:

Synonyms:(-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

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Chemical Property of (-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

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Technology Process of (-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

There total 5 articles about (-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-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:

: C₃₃H₅₀O₄SSi

: 74-88-4
methyl iodide

: (Z)-(R)-6-Methanesulfonyl-4-methyl-1-phenyl-3-[(S)-1-(2,4,6-triisopropyl-phenyl)-ethoxy]-hex-4-en-1-one

: 286856-13-1
(-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/jo0101712

Reference yield:

: 102225-88-7
(-)-(S)-1-(2,4,6-triisopropylphenyl)ethanol

: 286856-13-1
(-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 3 h / 20 °C

1.2: 79 percent / tetrahydrofuran / 20 h / 20 °C

2.1: 1.3 g / tetrahydrofuran; hexane / 1 h / 0 °C

3.1: sulfur dioxide; Yb(OTf)3 / CH₂Cl₂ / 24 h / -90 °C

4.1: 244 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 16 h / 20 °C

With sulfur dioxide; tetrabutyl ammonium fluoride; sodium hydride; ytterbium(III) triflate; In tetrahydrofuran; hexane; dichloromethane; 2.1: Wittig olefination;
DOI:10.1021/jo0101712

Reference yield:

: 358726-34-8
(-)-2-methyl-3-[1-(S)-(2,4,6-triisopropylphenyl)ethoxy]prop-2-enal

: 286856-13-1
(-)-(3S,4Z)-4-methyl-6-(methylsulfonyl)-1-phenyl-3-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hex-4-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.3 g / tetrahydrofuran; hexane / 1 h / 0 °C

2: sulfur dioxide; Yb(OTf)3 / CH₂Cl₂ / 24 h / -90 °C

3: 244 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 16 h / 20 °C

With sulfur dioxide; tetrabutyl ammonium fluoride; ytterbium(III) triflate; In tetrahydrofuran; hexane; dichloromethane; 1: Wittig olefination;
DOI:10.1021/jo0101712