(S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

Base Information

Chemical Name:(S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol
CAS No.:322474-91-9
Molecular Formula:C₁₉H₃₄O₂Si
Molecular Weight:322.563
Hs Code.:

Synonyms:(S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

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Chemical Property of (S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

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Technology Process of (S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

There total 6 articles about (S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol 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: 100.0%

: 322474-87-3
4-({(4R)-4-[(1,1-dimethylethyl)dimethylsilyl]oxy}-2,6,6-trimethylcyclohex-1-enyl)but-3-yn-2-one

: 322474-91-9
(S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

Guidance literature:: With potassium hydroxide; isopropyl alcohol; (1S,2S)-N,N'-bis((4-methylphenyl)sulfonyl)-1,2-diphenylethane-1,2-diamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; at 20 ℃; for 2h;
DOI:10.1039/b208758h

Reference yield:

: 118829-40-6,118829-45-1
(R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-ol

: 322474-91-9
(S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / DMAP; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

2.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -40 °C

2.2: hexane; tetrahydrofuran / 0.42 h / -40 - 20 °C

3.1: 4.82 g / MnO₂ / diethyl ether; hexane / 15 h / 20 °C

4.1: 100 percent / (1S,2S)-TsNHCH(Ph)CH(Ph)NHTs; iPrOH; KOH / [RuCl₂(p-cymene)]2 / 2 h / 20 °C

With dmap; manganese(IV) oxide; potassium hydroxide; n-butyllithium; triethylamine; isopropyl alcohol; (1S,2S)-N,N'-bis((4-methylphenyl)sulfonyl)-1,2-diphenylethane-1,2-diamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1039/b208758h

Reference yield:

: 322474-86-2
1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane

: 322474-91-9
(S)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -40 °C

1.2: hexane; tetrahydrofuran / 0.42 h / -40 - 20 °C

2.1: 4.82 g / MnO₂ / diethyl ether; hexane / 15 h / 20 °C

3.1: 100 percent / (1S,2S)-TsNHCH(Ph)CH(Ph)NHTs; iPrOH; KOH / [RuCl₂(p-cymene)]2 / 2 h / 20 °C

With manganese(IV) oxide; potassium hydroxide; n-butyllithium; isopropyl alcohol; (1S,2S)-N,N'-bis((4-methylphenyl)sulfonyl)-1,2-diphenylethane-1,2-diamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1039/b208758h