88929-43-5Relevant articles and documents
Solid-phase organic synthesis of polyisoprenoid alcohols with traceless sulfone linker
Chang, Yi-Fan,Liu, Chen-Yu,Guo, Chih-Wei,Wang, Yen-Chih,Fang, Jim-Min,Cheng, Wei-Chieh
experimental part, p. 7197 - 7203 (2009/05/09)
(Chemical Equation Presented) Solid-phase organic synthesis of polyprenols with a traceless sulfone linker is described. The polymerbound benezenesulfinate is first linked with the "tail" building blocks of isoprenyl chlorides via S-alkylation. With use of dimsyl anion as an appropriate base, the polymer-bound α-sulfonyl carbanion is generated and coupled with other "body" building blocks in an efficient manner. After repeated processes and a global palladium-catalyzed desulfonation with LiEt3BH as the reducing agent, the desired polyprenols with various chain lengths and geometrical configurations are obtained in 32-59% overall yields. The solid-phase synthesis offers the advantage in facile isolation of polyprenols without tedious operation or time-consuming purification.
SYNTHESIS OF DOLICHOL-TYPE (S)-HEXA- AND (S)-HEPTAPRENOLS
Veselovskii, V. V.,Koptenkova, V. A.,Novikova, M. A.,Moiseenkov, A. M.
, p. 1887 - 1891 (2007/10/02)
(R)-1-Phenylsulfonyl-2-methylbutan-4-ol has been used as starting material for the stepwise synthesis of the dolichol-related hexa- and heptaprenols (S)-3,7,11,15,19,23-hexymethyltetraicosa-6Z,10Z,14E,18E,22-pentaene1-ol and (S)-3,7,-11,15,19,23,27-heptamethyloctaicosa-6Z,10Z,14E,18E,22E,26-hexaen-1-ol.
β,γ-dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound
-
, (2008/06/13)
A β,γ-dihydropolyprenyl alcohol derivative having the formula: STR1 wherein n is an integer of 5 to 7 and R is hydrogen, a lower alkyl group or an aliphatic or aromatic acyl group, is new and useful as a phylactic agent against human and animal infectious diseases. Other disclosed polyprenyl compounds are also useful as such agents.