(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Base Information

Chemical Name:(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane
CAS No.:294674-48-9
Molecular Formula:C₃₃H₅₈O₃Si₂
Molecular Weight:558.993
Hs Code.:

(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Synonyms:(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

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Chemical Property of (R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

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Technology Process of (R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

There total 13 articles about (R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane 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: 75.0%

: 294674-47-8
(2R,3R)-1-(3-isopropyl-6-methylcyclohexa-1,5-dienyl)-5-(trimethylsilyl)pent-4-yne-1,2-diol

: 294674-46-7
(Z)-2-methyl-5-(triisopropylsilyloxy)pent-2-enal

: 294674-48-9
(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Guidance literature:: With magnesium sulfate; toluene-4-sulfonic acid; In dichloromethane; at -78 - -20 ℃; for 2.5h;
DOI:10.1021/ja016351a

Reference yield:

: 54655-07-1
lithium trimethylsilylacetylenide

: 294674-48-9
(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 61 percent / BF₃*Et₂O / tetrahydrofuran; hexane

2.1: 97 percent / pyridinium p-toluenesulfonate / 5 h / 23 °C

3.1: 89 percent / i-Bu₂AlH / toluene / 0.5 h / -78 °C

4.1: 84 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; 4A molecular sieves / CH₂Cl₂ / 0.25 h / 20 °C

5.1: t-butyllithium / tetrahydrofuran; hexane / -78 °C

5.2: tetrahydrofuran; hexane / -78 - -23 °C

6.1: pyridinium p-toluenesulfonate / methanol / 4 h / 20 °C

7.1: 75 percent / p-TsOH*H₂O; MgSO₄ / CH₂Cl₂ / 2.5 h / -78 - -20 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium sulfate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ja016351a

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 294674-48-9
(R)-4-((R)-3-Isopropyl-6-methyl-cyclohexa-1,5-dienyl)-2-((Z)-1-methyl-4-triisopropylsilanyloxy-but-1-enyl)-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 32 g / NEt₃ / tetrahydrofuran / 0 - 20 °C

2.1: ozone / methanol; CH₂Cl₂ / 2 h / -78 °C

2.2: 20 g / Me₂S / methanol; CH₂Cl₂ / 12 h / -78 - 20 °C

3.1: 13 g / NaHMDS / tetrahydrofuran; hexane / -20 - 20 °C

4.1: 93 percent / t-butyllithium / tetrahydrofuran; pentane / 1 h / -78 °C

5.1: 75 percent / p-TsOH*H₂O; MgSO₄ / CH₂Cl₂ / 2.5 h / -78 - -20 °C

With tert.-butyl lithium; sodium hexamethyldisilazane; magnesium sulfate; toluene-4-sulfonic acid; ozone; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; pentane;
DOI:10.1021/ja016351a