(R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

Base Information

Chemical Name:(R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone
CAS No.:1404195-64-7
Molecular Formula:C₁₉H₃₄O₃Si
Molecular Weight:338.563
Hs Code.:

Synonyms:(R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

Chemical Property:

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Technology Process of (R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

There total 2 articles about (R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone 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:

: 1404195-49-8
(S)-triisopropyl(2-(4-methyl-5-(trimethylsilyloxy)cyclohexa-2,4-dienyl)allyloxy)silane

: 1404195-53-4
C₁₉H₃₄O₃Si

: 1404195-64-7
(R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

Guidance literature:: (S)-triisopropyl(2-(4-methyl-5-(trimethylsilyloxy)cyclohexa-2,4-dienyl)allyloxy)silane; With oxygen; 5,15,10,20-tetraphenylporphyrin; In dichloromethane; at -78 ℃; for 1h; Irradiation;

With thiourea; In dichloromethane; Overall yield = 26 %; Overall yield = 9 mg;
DOI:10.1021/ol302570k DOI:10.1021/ol302570k

Reference yield:

: 1404195-48-7
(R)-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

: 1404195-53-4
C₁₉H₃₄O₃Si

: 1404195-64-7
(R)-4-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1.1: methylmagnesium bromide; iron(III) chloride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

1.2: 15 h / 20 °C / Inert atmosphere

2.1: 5,15,10,20-tetraphenylporphyrin; oxygen / dichloromethane / 1 h / -78 °C / Irradiation

With iron(III) chloride; methylmagnesium bromide; oxygen; 5,15,10,20-tetraphenylporphyrin; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol302570k DOI:10.1021/ol302570k