cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate

Base Information

• Chemical Name: cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate
• CAS No.: 1437307-18-0
• Molecular Formula: C₂₅H₃₈O₅
• Molecular Weight: 418.574
• Mol file: 1437307-18-0.mol

Synonyms:

Chemical Property of cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate

There total 2 articles about cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate 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:

cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-tris[(tert-butyldimethylsilyl)oxy]-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate → cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate (1437307-18-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jm5008819

Reference yield:

(2E,4E,6E,8E,10E,12S,13S, 15S)-12,13,15-tris(tert-butyldimethylsilyloxy)-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoic acid + cyclohexanol (108-93-0) → cyclohexyl (2E,4E,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethyIhexadeca-2,4,6,8,10-pentaenoate (1437307-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; 2,4,6-trichlorobenzoyl chloride; dmap / benzene / 0.25 h / 20 °C / Inert atmosphere

1.2: 14 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

With dmap; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; benzene;

DOI:10.1021/jm5008819

upstream raw materials:

cyclohexanol