α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene

Base Information

• Chemical Name: α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene
• CAS No.: 167385-60-6
• Molecular Formula: C₁₉H₂₆BrIO₂
• Molecular Weight: 493.223
• Mol file: 167385-60-6.mol

Synonyms:α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene

Chemical Property of α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene

There total 1 articles about α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene 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:

Methyl (2Z,7E)-3-Iodo-9-<(p-methoxybenzyl)oxy>-4,8-dimethyl-2,7-nonadien-1-ol → α-<<(2E,6S,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene + α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene (167385-60-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.25h; Title compound not separated from byproducts;

DOI:10.1021/jo00120a026

Reference yield: 55.0%

(3aR,6aR,7S,7aR,7bR)-3,3a,4,5,6a,7,7a,7b-Octahydro-7-methyl-2H-7,6-<1>propanyl<3>ylidenecyclopropa<6,7>cyclohepta<1,2-b>furan-2-one + α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene (167385-60-6) → (3S,3aR,6aR,7S,7aR,7bR)-3,3a,4,5,6a,7,7a,7b-Octahydro-3-<(2Z,4R,7E)-3-iodo-9-<(p-methoxybenzyl)oxy>-4,8-dimethyl-2,7-nonadienyl>-7-methyl-2H-7,6-<1>propanyl<3>ylidenecyclopropa<6,7>cyclohepta<1,2-b>furan-2-one

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; 1.) r.t., 1 h, 2.) -78 deg C, 4 h; -78 to 0 deg C, 13 h;

DOI:10.1021/jo00120a026

Reference yield:

α-<<(2E,6R,7Z)-9-Bromo-7-iodo-2,6-dimethyl-2,7-nonadienyl>oxy>-p-methoxytoluene (167385-60-6) → (βS,1R,2R,3R,4R,11S)-3-Hydroxy-β-<(2Z,4R,7E)-3-iodo-9-<(p-methoxybenzyl)oxy>-4,8-dimethyl-2,7-nonadienyl>-11-methyltricyclo<5.4.0.02,11>undec-7-ene-4-ethanol

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / LiN(SiMe₃)2 / tetrahydrofuran / 1.) r.t., 1 h, 2.) -78 deg C, 4 h; -78 to 0 deg C, 13 h

2: 74 percent / NaBH₄ / tetrahydrofuran; H₂O / 62 h / Ambient temperature

With sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; water;

DOI:10.1021/jo00120a026