4,8-Decadien-1-ol, 4,8-dimethyl-10-(phenylsulfonyl)-, (E,E)-

Base Information

• Chemical Name: 4,8-Decadien-1-ol, 4,8-dimethyl-10-(phenylsulfonyl)-, (E,E)-
• CAS No.: 184763-00-6
• Molecular Formula: C18H26O3S
• Molecular Weight: 322.469
• Mol file: 184763-00-6.mol

Synonyms:

Chemical Property of 4,8-Decadien-1-ol, 4,8-dimethyl-10-(phenylsulfonyl)-, (E,E)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,8-Decadien-1-ol, 4,8-dimethyl-10-(phenylsulfonyl)-, (E,E)-

There total 5 articles about 4,8-Decadien-1-ol, 4,8-dimethyl-10-(phenylsulfonyl)-, (E,E)- 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:

(4E,8E)-10-Benzenesulfonyl-4,8-dimethyl-deca-4,8-dienal (184762-99-0) → S-((2E,6E)-10-hydroxy-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (184763-00-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.3762/bjoc.10.252

Reference yield:

(E,E)-farnesyl phenylsulfone (56881-53-9) → S-((2E,6E)-10-hydroxy-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (184763-00-6)

Guidance literature:

Multistep reaction;

DOI:10.1016/j.tetasy.2004.01.031

Reference yield:

Farnesol (106-28-5) → S-((2E,6E)-10-hydroxy-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (184763-00-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: phosphorus tribromide / hexane / 0.67 h / 0 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 2 h / Inert atmosphere

3.1: N-Bromosuccinimide / water; tert-butyl alcohol / 2 h / 0 °C / Inert atmosphere

3.2: 1.5 h / 0 - 20 °C / Inert atmosphere

4.1: periodic acid dihydrate / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

5.1: sodium tetrahydroborate / ethanol / 1.5 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; N-Bromosuccinimide; periodic acid dihydrate; phosphorus tribromide; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.3762/bjoc.10.252

upstream raw materials:

(4E,8E)-10-Benzenesulfonyl-4,8-dimethyl-deca-4,8-dienal

(E,E)-farnesyl phenylsulfone

Farnesol

farnesyl bromide

Downstream raw materials:

(4E,8E,12Z)-10-Benzenesulfonyl-14-[3,4-dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone