(2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile

Base Information

• Chemical Name: (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile
• CAS No.: 145664-02-4
• Molecular Formula: C₄₆H₆₅NOSi
• Molecular Weight: 676.114
• Mol file: 145664-02-4.mol

Synonyms:

Chemical Property of (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile

There total 8 articles about (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile 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:

isocopalenyl iodide (139108-85-3) → (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile (145664-02-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / n-Bu₃SnH / diethyl ether / 8 h / Irradiation

2: DMAP / toluene / 1 h / Ambient temperature

3: 4 mg / DBU / toluene / 6 h / Heating

With dmap; tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; toluene;

DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

(E)-8-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-oct-6-enenitrile (201799-08-8) → (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile (145664-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / toluene / 1 h / Ambient temperature

2: 4 mg / DBU / toluene / 6 h / Heating

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene;

DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

(E)-8-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-6-methyl-2-methylene-oct-6-enenitrile (201670-49-7) → (2E,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienenitrile (145664-02-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / n-Bu₃SnH / diethyl ether / 8 h / Irradiation

2: DMAP / toluene / 1 h / Ambient temperature

3: 4 mg / DBU / toluene / 6 h / Heating

With dmap; tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; toluene;

DOI:10.1016/S0040-4020(97)10260-5

upstream raw materials:

Acetic acid (E)-6-(tert-butyl-diphenyl-silanyloxy)-1-[1-cyano-3-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-propyl]-4-methyl-hex-4-enyl ester

Geraniol

tert-butyl ({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})diphenylsilane

isocopalenyl iodide