(Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol

Base Information

• Chemical Name: (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol
• CAS No.: 245514-65-2
• Molecular Formula: C₄₂H₆₀O₃S₂
• Molecular Weight: 677.069
• Mol file: 245514-65-2.mol

Synonyms:(Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol

Chemical Property of (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol

There total 5 articles about (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol 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: 87.2%

(cis-3,7-Dimethyl-2,6-octadienyl) phenyl sulfide (31162-76-2,35162-74-4,35162-79-9) + (2R*,5S*)-2-<(2S*)-2-methyl-2-oxiranyl>-5-<(2R*)-2-methyl-2-oxiranyl>tetrahydrofuran → (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol (245514-65-2)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/ja990154i

Reference yield:

Nerol (106-25-2) → (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol (245514-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97.2 percent / tributylphosphine / tetrahydrofuran / 2 h / Ambient temperature

2: 87.2 percent / N,N,N',N'-tetramethylethylenediamine, butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tributylphosphine; In tetrahydrofuran; hexane;

DOI:10.1021/ja990154i

Reference yield:

(R)-2-[(2S,5R)-5-((S)-1,2-Dihydroxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-propane-1,2-diol (110351-13-8) → (Z)-(R)-2-[(2S,5R)-5-((Z)-(S)-1-Hydroxy-1,5,9-trimethyl-3-phenylsulfanyl-deca-4,8-dienyl)-tetrahydro-furan-2-yl]-6,10-dimethyl-4-phenylsulfanyl-undeca-5,9-dien-2-ol (245514-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 1 h / 0 °C

2: potassium carbonate / methanol / 1 h / Ambient temperature

3: 87.2 percent / N,N,N',N'-tetramethylethylenediamine, butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/ja990154i

upstream raw materials:

(cis-3,7-Dimethyl-2,6-octadienyl) phenyl sulfide

Nerol

(R)-2-[(2S,5R)-5-((S)-1,2-Dihydroxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-propane-1,2-diol

diphenyldisulfane