98009-22-4

Upstream product

• 79308-43-3 (S)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-pentanoic acid ethyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 93292-42-3 2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-bis-O-(1-methylethylidene)-D-erythro-pentose 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 178060-95-2 (S)-5-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-2-ynoic acid ethyl ester 
• 178060-93-0 Acetic acid (S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-3-ynyl ester 
• 133988-95-1 (S)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-pent-2-ynoic acid ethyl ester 
• 74134-78-4 (2R,3S)-3,4-epoxy-1,2-O-isopropylidenebutane-1,2-diol 
• 72036-30-7 ethyl 3-lithiopropiolate 
• 93292-41-2 2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-O-isopropylidene-D-erythro-pentose diethyl dithioacetal 
• 149859-05-2 1-[2',2'-dimethyl-(4'R)-1',3'-dioxolan-4'-yl]-(1S)-3-butyn-1-ol 
• 383135-46-4 2,2'-dimethyl-1-(4'(R)-1',3'-dioxacyclopentyl)-but-3-yn-1(S/R)-ol 
• 178060-94-1 tert-Butyl-[(S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-3-ynyloxy]-diphenyl-silane 

Downstream Products

• 98040-76-7 (S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-oxo-hexanoic acid ethyl ester 
• 98049-75-3 (6E,8E,10E,12E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-13-((4S,5S)-2-oxo-5-pentyl-[1,3]dioxolan-4-yl)-trideca-6,8,10,12-tetraenoic acid ethyl ester 
• 98049-76-4 (6E,8Z,10E,12E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-13-((4S,5S)-2-oxo-5-pentyl-[1,3]dioxolan-4-yl)-trideca-6,8,10,12-tetraenoic acid ethyl ester 
• 114144-25-1 (6E,8E,10E,12E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-13-((2R,3R)-3-pentyl-oxiranyl)-trideca-6,8,10,12-tetraenoic acid ethyl ester 
• 114144-25-1 (6E,8Z,10E,12E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-13-((2S,3S)-3-pentyl-oxiranyl)-trideca-6,8,10,12-tetraenoic acid ethyl ester 
• 114144-28-4 5S-hydroxy-14,15-LTA₄ 
• 98009-34-8 (6E,8E,10E,12E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-13-((4R,5S)-2-oxo-5-pentyl-[1,3]dioxolan-4-yl)-trideca-6,8,10,12-tetraenoic acid ethyl ester 
• 98049-66-2 (5S,14R,15S)-(6E,8Z,10E,12E)-5-O-tert-butyldiphenylsilyl-14,15-O-carbonyl lipoxin B₄ ethyl ether 
• 98009-27-9 <(4S)-(2E)-4-tert-butyldiphenylsilyloxy-7-carboxyethyl-2-hepten-1-yl>triphenyl phosphonium bromide 
• 98009-26-8 (E)-(S)-8-Bromo-5-(tert-butyl-diphenyl-silanyloxy)-oct-6-enoic acid ethyl ester 
• 98009-25-7 ethyl (5S)-(6E)-5-tert-butyldiphenylsilyloxy-8-hydroxy-6-octenoate 
• 98009-24-6 ethyl (5S)-(6E)-5-tert-butyldiphenylsilyloxy-7-formyl-6-heptenoate 
• 98009-23-5 (5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of (2E,4E)-dienals by double formyl-olefination with an arsonium salt and its application in the syntheses of lipoxygenase metabolites of arachidonic acid

A new facile route to (2E,4E)-dienals by a double formyl-olefination with arsonium salts has been developed. By this method and with other arsonium reagents in the key step some lipoxygenase metabolites of arachidonic acid, lipoxin A4 and B4 and leukotriene B4, have been synthesized.

TOTAL SYNTHESIS OF LIPOXINS A4 AND B4 FROM D-ISOASCORBIC ACID

A total convergent synthesis of lipoxins A4 and B4 has been carried out via four optically pure α-hydroxy and α,β-dihydroxyaldehydes, obtained from D-isoascorbic acid as a single starting material.Connection by a six carbons unit uses Wittig-type reaction

SYNTHESIS OF 5S-HYDROXY-14,15 LTA4 A BIOGENIC PRECURSOR TO THE LIPOXINS

A synthesis of 5S-hydroxy-14,15-LTA4 10 an intermediate in the biosynthesis of the lipoxins is described.

TOTAL SYNTHESIS OF LIPOXIN B: ASSIGNMENT OF STEREOCHEMISTRY

Four isomers of lipoxin B were synthesized using carbohydrate precursors.An authentic sample of lipoxin B (from human leukocytes) was found to be a mixture of all-trans isomers 1a and 1c.