35378-82-6

Usage

Chemical Properties

White Solid

Uses

Intermediate in the synthesis of radiolabeled fatty acids and leukotriene B5.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 4883, 1983 DOI: 10.1016/S0040-4039(01)99801-6

Upstream product

• 97526-03-9 2-undeca-2,5,8-triynyloxy-tetrahydro-pyran 
• 35378-76-8 octa-2,5-diyn-1-ol 
• 1558-79-8 2,5-octadiynyl bromide 
• 107-19-7 propargyl alcohol 
• 40924-58-1 tetrahydro-2-(2,5-hexadiynyloxy)-2H-pyrane 
• 92666-05-2 toluene-4-sulfonic acid pent-2-ynyl ester 
• 34498-11-8 1-iodo-2-pentyne 
• 6261-22-9 pent-2-yn-1-ol 
• 16400-32-1 1-bromo-pent-2-yne 

Downstream Products

• 81309-92-4 (5Z,8Z)-cis-2,3-epoxy-5,8-undecadienyl tosylate 
• 81309-92-4 (5Z,8Z)-cis-2,3-epoxy-5,8-undecadienyl tosylate 
• 107996-57-6 (5Z,8Z)-1-(3',5'-dinitrobenzoyloxy)-cis-2,3-epoxy-5,8-undecadiene 
• 107996-57-6 (5Z,8Z)-1-(3',5'-dinitrobenzoyloxy)-cis-2,3-epoxy-5,8-undecadiene 
• 2566-90-7 all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester 
• 5871-06-7 1-bromotetradeca-2,5,8,11-tetrayne 
• 73097-00-4 6,9,12,15-cis-octadecanetetraenoic acid methyl ester 
• 132712-70-0 8Z,11Z,14Z,17Z-eicosatetraenoic acid methyl ester 
• 2091-28-3 stearidonic acid 
• 24880-40-8 eicosatetraenoic acid 
• 80445-66-5 (6Z,8Z,10E,14Z,17Z)-(5S,12R)-5,12-Dihydroxy-icosa-6,8,10,14,17-pentaenoic acid 
• 61810-56-8 (4E, 7Z, 10Z)-4,7,10-tridecatrien-1-yl acetate 
• 194721-55-6 1-tosyloxy-2,5,8,11-tetradecatetrayne 
• 5871-10-3 2,5,8,11-tetradecatetrayne-1-ol 

Relevant academic research and scientific papers

Synthesis of Rare Polyunsaturated Fatty Acids: Stearidonic and ω-3 Arachidonic

Total chemical syntheses of the rare natural ω-3 C18 and C20 fatty acids, which possess potential antiinflammatory activity, were elaborated for subsequent studies of their biological activity.

METHODS FOR THE SYNTHESIS OF 13C LABELED DHA AND USE AS A REFERENCE STANDARD

A method for preparing 13C labeled docosahexaenoic acid (DHA) represented by Formula A: The method comprises the conversion of 2-pentyn-l-ol to 13C labeled DHA by reaction with propargyl alcohol, 13C labeled propargyl alco

METHOD FOR THE SYNTHESIS OF DHA

A method for preparing docosahexaenoic acid (DHA). The method comprises coupling a compound represented by Formula I with a compound represented by Formula II followed by partial hydrogenation to obtain a compound represented by Formula III. The compound represented by Formula III acts as a DHA precursor and thus can be hydrolysed to obtain DHA. Novel starting materials represented by Formula I and Formula II, and synthetic routes for preparing the same are also provided.

A Novel Synthesis of (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-Eicosapentaenoic Acid and Its Acetylenic Precursor

A novel procedure of synthesis of (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic (timnodonic) acid and its acetylenic precursor, 5,8,11,14,17-eicosapentaynoic acid was developed.It uses polyacetylene strategy and a known reaction of cross-coupling between propargyl units and ω-acetylenes in the presence of copper(I) and sodium iodides and involves the in situ formation of organocopper compounds and propargyl iodides. - Key words: (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid; 5,8,11,14,17-eicosapentaynoic acid; polyacetylenic alcohols; cross-coupling

SYNTHESES OF OPTICALLY ACTIVE PHEROMONES WITH AN EPOXY RING, (+)-DISPARLURE AND BOTH THE ENANTIOMERS OF (3Z,6Z)-cis-9,10-EPOXY-3,6-HENEICOSADIENE

(+)-Disparlure 1 and both the enantiomers of (3Z,6Z)-cis-9,10-epoxy-3,6-heneicosadiene 2 were synthesized in optically pure forms employing the Sharpless asymmetric epoxidation as the key-step.The natural pheromone 2 isolated from Estigmene acrea was shown to possess (9S,10R)-stereochemistry.

TOTAL SYNTHESIS OF LEUKOTRIENE B5

A practical, stereocontrolled synthesis of leukotriene B5 is described which makes this substance readily available for the first time.