(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

Base Information

Chemical Name:(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene
CAS No.:74610-08-5
Molecular Formula:C₄₃H₆₀OS
Molecular Weight:625.015
Hs Code.:

Synonyms:(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

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Chemical Property of (E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

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Technology Process of (E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

There total 7 articles about (E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene 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: 84.0%

: 69297-43-4
((2E,6E)-8-Bromo-3,7-dimethyl-octa-2,6-dienyloxymethyl)-benzene

: 57804-27-0
[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl](phenyl)sulfane

: 74610-08-5
(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 4h;
DOI:10.1002/1522-2675(20000906)83:9<2629::AID-HLCA2629>3.0.CO;2-W

Reference yield:

: 24034-73-9
Geranylgeraniol

: 74610-08-5
(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

Guidance literature:: Multi-step reaction with 3 steps

1: BuLi; 1,3-dimethyl-3,4,5,6-tetrahydropyrimidin-2(1H)-one / hexane; tetrahydrofuran / 3 h / 0 °C

2: 6.8 g / tetrahydrofuran / 3 h / 20 °C

3: 84 percent / BuLi / hexane; tetrahydrofuran / 4 h / -78 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; 1: Tosylation / 2: Substitution / 3: Alkylation;
DOI:10.1002/1522-2675(20000906)83:9<2629::AID-HLCA2629>3.0.CO;2-W

Reference yield:

: 50848-64-1
2E,6E,10E-geranylgeranyl bromide

: 74610-08-5
(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / tetrahydrofuran / 8 h / Ambient temperature

2: 1.) n-BuLi / 1.) THF, -78 deg C, 3 h; 2.) -78 deg C, 1.5 h

With n-butyllithium; In tetrahydrofuran;
DOI:10.1021/jo01309a006