(Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

Base Information

Chemical Name:(Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol
CAS No.:375858-58-5
Molecular Formula:C₃₁H₄₂O₂Si
Molecular Weight:474.759
Hs Code.:

Synonyms:(Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

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Chemical Property of (Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

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Technology Process of (Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

There total 5 articles about (Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-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: 85.0%

: 1826-67-1
vinyl magnesium bromide

: 375858-53-0
(Z)-4-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-en-2-one

: 375858-58-5
(Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

Guidance literature:: In tetrahydrofuran; at 65 ℃; for 1h;
DOI:10.1016/S0040-4039(01)01405-8

Reference yield:

: 267644-43-9
tert-butyl-{4-[3-(1-ethoxy-ethoxy)-but-1-ynyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-diphenyl-silane

: 375858-58-5
(Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / H₂ / 5 percent Pd/CaCO₃/0.5 percent Pb / hexane / 21 h / 20 °C

2.1: 100 percent / aq. H₂SO₄ / tetrahydrofuran / 5 h / 20 °C

3.1: CrO₃ / acetone / 0.25 h / 20 °C

3.2: 89 percent / 10 percent aq. NaHSO₄

4.1: 85 percent / tetrahydrofuran / 1 h / 65 °C

With chromium(VI) oxide; sulfuric acid; hydrogen; Lindlar's catalyst; CaCO₃/0.5 percent Pb; In tetrahydrofuran; hexane; acetone; 3.1: Jones oxidation;
DOI:10.1016/S0040-4039(01)01405-8

Reference yield:

: trifluoro-methanesulfonic acid 4-(tert-butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl ester

: 375858-58-5
(Z)-1-[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-1,4-dien-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: LiCl / Pd(PPh₃)4 / dimethylformamide / 3 h / 60 °C

1.2: 89 percent / 10 percent NH₃ / H₂O

2.1: 96 percent / H₂ / 5 percent Pd/CaCO₃/0.5 percent Pb / hexane / 21 h / 20 °C

3.1: 100 percent / aq. H₂SO₄ / tetrahydrofuran / 5 h / 20 °C

4.1: CrO₃ / acetone / 0.25 h / 20 °C

4.2: 89 percent / 10 percent aq. NaHSO₄

5.1: 85 percent / tetrahydrofuran / 1 h / 65 °C

With chromium(VI) oxide; sulfuric acid; hydrogen; lithium chloride; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; CaCO₃/0.5 percent Pb; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetone; 4.1: Jones oxidation;
DOI:10.1016/S0040-4039(01)01405-8