42843-95-8

Basic information

• Product Name: Phosphonium, (9-methoxy-9-oxononyl)triphenyl-, iodide
• CAS NO: 42843-95-8
• Molecular Formula: C28H34O2P.I
• Molecular Weight: 560.455
• Mol File: 42843-95-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phosphonium, (9-methoxy-9-oxononyl)triphenyl-, iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonium, (9-methoxy-9-oxononyl)triphenyl-, iodide(42843-95-8)
• EPA Substance Registry System: Phosphonium, (9-methoxy-9-oxononyl)triphenyl-, iodide(42843-95-8)

Safety Data

• Hazardous Substances Data: 42843-95-8(Hazardous Substances Data)

Upstream product

• 75452-47-0 methyl 9-iodononanoate 
• 603-35-0 triphenylphosphine 
• 2104-19-0 azelaic monomethyl ester 

Downstream Products

• 129087-73-6 10-[4-(2,2,2-Trifluoro-acetylamino)-phenyl]-decanoic acid methyl ester 
• 129087-66-7 ω-(4-aminophenyl)-decanoic acid 
• 129087-54-3 (Z)-10-(4-Amino-phenyl)-dec-9-enoic acid 
• 6410-93-1 methyl coriolate 
• 164365-86-0 methyl <11(2S)>-11-<2-piperidinyl>>-9-undecenoate 
• 79790-32-2 13-oxo-(9Z,11E)-octadecadien-1-oic acid methyl ester 
• 129087-70-3 (Z)-10-[4-(2,2,2-Trifluoro-acetylamino)-phenyl]-dec-9-enoic acid methyl ester 

Relevant articles and documents

Stereoselective synthesis of 17,18-epoxy derivative of EPA and stereoisomers of isoleukotoxin diol by ring opening of TMS-substituted epoxide with dimsyl sodium

The reaction of TMS-substituted epoxy alcohols (and derivatives) with dimsyl sodium (NaDMSO) to give 1-alkene-3,4-diols was used for the synthesis of enantiomerically enriched 17(R),18(S)-EpETE and two diastereoisomers of isoleukotoxin diol. In the synthesis of 17(R),18(S)-EpETE, the α-ethoxyethyl ether (EE) of the epoxy alcohol derived from (R)-1-TMS-1-penten-3-ol underwent reaction with NaDMSO to give the mono EE-protected 1-hexene-3,4-diol. The aldehyde obtained by hydroboration/oxidation was subjected to Wittig reaction to afford a mono EE-protected diol. The corresponding mono mesylate was prepared and subjected to epoxide ring formation to afford 17(R),18(S)-EpETE stereoselectively. Similarly, a reaction of the anti epoxy alcohol derived from (R)-1-TMS-1-octen-3-ol with NaDMSO gave the anti form of 1-nonene-3,4-diol, which was converted to 12(S),13(R)-isoleukotoxin diol through Wittig reaction. 12(R),13(R)-Isoleukotoxin diol was synthesized in a similar manner.

APPLICATION OF FURAN OXIDATIONS IN SYNTHESIS: TOTAL SYNTHESIS OF (+/-)-COROLIC ACID

As a general synthesis approach to compounds containing the cis-trans allylhydroxy functionality ( subunit A), an appropriately substituted furan nucleus is oxidatively cleaved to provide an unsaturated 1,4-dicarbonyl moiety suitably disposed for further elaboration.The total synthesis of (+/-)-coriolic acid demonstrates the utility of the approach.