[(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane

Base Information

• Chemical Name: [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane
• CAS No.: 105987-39-1
• Molecular Formula: C₁₈H₃₄OSi
• Molecular Weight: 294.553
• Mol file: 105987-39-1.mol

Synonyms:[(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane

Chemical Property of [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane

There total 11 articles about [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-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:

(-)-(S)-p-mentha-1,8-dien-4-ol (73069-45-1) → [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane (105987-39-1)

Guidance literature:

Multi-step reaction with 10 steps

1: CO/H₂ / RhH(Co)(PPh₃)3 / hexane / 6 h / 110 °C / 150012 Torr

2: LiAlH₄ / diethyl ether / 2 h / Heating

3: pyridine / 2 h / Ambient temperature

4: hexamethyldisilazane, pyridine / 48 h / Heating

5: LiAlH₄ / diethyl ether / 1 h / Heating

6: PDC, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

7: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h

8: 1.) BBN, 2.) 30percent H₂O₂, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H₂O, 1 h

9: PDC, NaOAc / CH₂Cl₂

10: 1.) BuLi / diethyl ether; hexane / 1 h / Heating

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; carbon monoxide; BBN; hydrogen; dihydrogen peroxide; sodium acetate; 1,1,1,3,3,3-hexamethyl-disilazane; carbonylhydridetris(triphenylphosphine)rhodium(I); In diethyl ether; hexane; dichloromethane;

DOI:10.1002/hlca.19860690321

Reference yield:

(1R,3S,6S)-3-Isopropenyl-6-methyl-7-oxa-bicyclo[4.1.0]heptan-3-ol (106035-80-7) → [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane (105987-39-1)

Guidance literature:

Multi-step reaction with 11 steps

1: Zn dust, NaOAc, NaI / acetic acid / 25 h

2: CO/H₂ / RhH(Co)(PPh₃)3 / hexane / 6 h / 110 °C / 150012 Torr

3: LiAlH₄ / diethyl ether / 2 h / Heating

4: pyridine / 2 h / Ambient temperature

5: hexamethyldisilazane, pyridine / 48 h / Heating

6: LiAlH₄ / diethyl ether / 1 h / Heating

7: PDC, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

8: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h

9: 1.) BBN, 2.) 30percent H₂O₂, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H₂O, 1 h

10: PDC, NaOAc / CH₂Cl₂

11: 1.) BuLi / diethyl ether; hexane / 1 h / Heating

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; carbon monoxide; BBN; hydrogen; dihydrogen peroxide; sodium acetate; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; zinc; carbonylhydridetris(triphenylphosphine)rhodium(I); In diethyl ether; hexane; dichloromethane; acetic acid;

DOI:10.1002/hlca.19860690321

Reference yield:

(1S,2R,4R)-limonene-1,2-epoxide (6909-30-4) → [(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane (105987-39-1)

Guidance literature:

Multi-step reaction with 12 steps

1: t-BuOOH, SeO₂ / CH₂Cl₂ / 240 h / 25 °C

2: Zn dust, NaOAc, NaI / acetic acid / 25 h

3: CO/H₂ / RhH(Co)(PPh₃)3 / hexane / 6 h / 110 °C / 150012 Torr

4: LiAlH₄ / diethyl ether / 2 h / Heating

5: pyridine / 2 h / Ambient temperature

6: hexamethyldisilazane, pyridine / 48 h / Heating

7: LiAlH₄ / diethyl ether / 1 h / Heating

8: PDC, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

9: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h

10: 1.) BBN, 2.) 30percent H₂O₂, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H₂O, 1 h

11: PDC, NaOAc / CH₂Cl₂

12: 1.) BuLi / diethyl ether; hexane / 1 h / Heating

With pyridine; tert.-butylhydroperoxide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; selenium(IV) oxide; carbon monoxide; BBN; hydrogen; dihydrogen peroxide; sodium acetate; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; zinc; carbonylhydridetris(triphenylphosphine)rhodium(I); In diethyl ether; hexane; dichloromethane; acetic acid;

DOI:10.1002/hlca.19860690321

upstream raw materials:

isopropyltriphenylphosphonium iodide

(S)-4-((S)-4-Methyl-1-trimethylsilanyloxy-cyclohex-3-enyl)-pentanal

(-)-(S)-p-mentha-1,8-dien-4-ol

(1R,3S,6S)-3-Isopropenyl-6-methyl-7-oxa-bicyclo[4.1.0]heptan-3-ol

Downstream raw materials:

(+)-(4S,8S)-β-bisabolol

Refernces