150990-67-3

Upstream product

• 6064-48-8 1-hydroxy-2(E)-pentadecene 
• 2907-52-0 2-pentadecen-1-ol 

Downstream Products

• 287398-38-3 (R)-5-((R)-1-Benzyloxy-tridecyl)-dihydro-furan-2-one 
• 473812-14-5 (3R,4R)-4-(benzyloxy)hexadec-1-en-3-ol 
• 757971-81-6 {(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane 
• 757971-73-6 16-benzyloxy-3-(2-benzyloxy-1-vinyl-tetradecyloxy)-hexadec-1-en-4-ol 
• 757971-77-0 (3R,4R)-3-(3,4-dimethoxy-benzyloxy)-4-benzyloxy-hexadec-1-ene 
• 757971-76-9 (3R,4R)-3-(3,4-dimethoxy-benzyloxy)-hexadec-1-en-4-ol 
• 150990-68-4 Toluene-4-sulfonic acid (2S,3R)-3-dodecyl-oxiranylmethyl ester 
• 89615-30-5 C₂₁H₃₄⁽²⁾H₂O 
• 99814-65-0 pentadec-1-en-3-ol 

Relevant academic research and scientific papers

Synthesis of (4R,5R)-Muricatacin and its (4R,5S)-Analog by Sequential Use of the Photo-Induced Rearrangement of Epoxy Diazomethyl Ketones

The naturally occuring δ-hydroxy-γ-lactone (4R,5R)-muricatacin and its nonnatural (4R,5S)-analog are synthesized.The starting achiral allylic alcohols are converted into α,β-epoxy diazomethyl ketones followed by a stereospecific irradiation reaction of these compounds to give 4-hydroxy-2-alkene esters.Using this method in a sequential manner a successive introduction of stereogenic centers is realized, resulting in enantiopure 4,5-dihydroxy-2-alkene esters.These alcohols are converted into the δ-hydroxy-γ-lactone muricatacin.

The first total synthesis of the 6-hydroxy-4E-sphingenines

Ceramides containing the 6-hydroxy-4E-sphingenines, previously unknown long-chain bases, have recently been found in human skin. A total synthesis of 6-hydroxy-4E-sphingenines has been achieved.

Synthesis of 6-Hydroxysphingosine and α-Hydroxy Ceramide Using a Cross-Metathesis Strategy

(Chemical Equation Presented) In this paper, a new synthetic route toward 6-hydroxysphingosine and α-hydroxy ceramide is described. The synthesis employs a cross-metathesis to unite a sphingosine head allylic alcohol with a long-chain fatty acid alkene that also bears an allylic alcohol group. To allow for a productive CM coupling, the sphingosine head allylic alcohol was protected with a cyclic carbonate moiety and a reactive CM catalyst system, consisting of Grubbs II catalyst and CuI, was employed.

Synthesis of (+)-(4S,5S)-muricatacin via Pd-catalyzed stereospecific hydroxy substitution reaction of γ,δ-epoxy α,β- unsaturated ester with B(OH)3

The stereoselective synthesis of (+)-(4S,5S)-muricatacin has been achieved involving the palladium-catalyzed stereospecific hydroxy substitution reaction of γ,δ-epoxy α,β-unsaturated ester with B(OH) 3.

METHOD FOR DETERMINATION OF ENANTIOMERIC COMPOSITION AND ABSOLUTE CONFIGURATION OF 2,3-DEUTERATED 3-ALKYLPROPANOLS

Assignments were made for diastereotopic methylene protons on C-2 and C-3 of 1-phenyl-3-alkylpropanols in Eu(fod)3-enhanced 1H-NMR spectra to develope a generally applicable method to determine enantiomeric composition and absolute configuration of 2 and/or 3-deuterated 3-alkylpropanols.