[(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane
CAS No.:219498-12-1
Molecular Formula:C₃₃H₄₈O₂Si
Molecular Weight:504.828
Hs Code.:

Synonyms:[(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

There total 6 articles about [(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane 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:

: [(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-4,4a,5,6,7,8-hexahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

: 219498-12-1
[(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With manganese(IV) oxide; In methyl cyclohexane; at 70 ℃; for 16h;
DOI:10.1021/ja983041s

Reference yield:

: 71312-19-1
(+/-)-1-benzyloxy-3-methyl-but-3-en-2-ol

: 219498-12-1
[(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) oxalyl chloride, DMSO, 2.) iPr₂NH / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 15 min

2: 58 percent / SnCl₄ / CH₂Cl₂ / 0.67 h / -78 °C

3: 70 percent / KOH / ethanol / 1 h / 0 °C

4: 70 percent / SOCl₂, pyridine / 1.5 h / 23 °C

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 to 0 deg C, 30 min

6: MnO₂ / methylcyclohexane / 16 h / 70 °C

With pyridine; manganese(IV) oxide; potassium hydroxide; thionyl chloride; oxalyl dichloride; tin(IV) chloride; dimethyl sulfoxide; diisopropylamine; lithium diisopropyl amide; In ethanol; dichloromethane; methyl cyclohexane;
DOI:10.1021/ja983041s

Reference yield:

: 103791-04-4
Benzyloxymethyl isopropenyl ketone

: 219498-12-1
[(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / SnCl₄ / CH₂Cl₂ / 0.67 h / -78 °C

2: 70 percent / KOH / ethanol / 1 h / 0 °C

3: 70 percent / SOCl₂, pyridine / 1.5 h / 23 °C

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 to 0 deg C, 30 min

5: MnO₂ / methylcyclohexane / 16 h / 70 °C

With pyridine; manganese(IV) oxide; potassium hydroxide; thionyl chloride; tin(IV) chloride; lithium diisopropyl amide; In ethanol; dichloromethane; methyl cyclohexane;
DOI:10.1021/ja983041s