80009-94-5

Upstream product

• 75817-52-6 -triphenyl-phosphonium-bromid 
• 73958-01-7 4-[3-((E)-3-Oxo-propenyl)-oxiranyl]-butyric acid methyl ester 
• 73958-01-7 9-oxo-5,6-trans-epoxynon-7(E)-enoate 
• 73958-02-8 -triphenyl-phosphoran 
• 73958-01-7 methyl 8-formyl-5(S),6(S)-oxido-7(E)-octenoate 
• 85514-74-5 (2E,4Z,7Z)-1-Bromo-trideca-2,4,7-triene 
• 85514-73-4 (2E,4Z,7Z)-2,4,7-tridecatrienol 
• 72297-07-5 <(3Z)-nonen-1-yl>triphenylphosphonium iodide 
• 85514-76-7 Triphenyl-((2E,4Z,7Z)-trideca-2,4,7-trienyl)-phosphonium; bromide 
• 101053-93-4 4-(3-Formyl-oxiranyl)-butyric acid methyl ester 
• 73958-09-5 Phosphorane of (Z)-3-nonen-1-yl-triphenylphosponium bromide 
• 73958-00-6 4-[(2S,3R)-3-((1Z,3E)-5-Oxo-penta-1,3-dienyl)-oxiranyl]-butyric acid methyl ester 
• 73957-96-7 C₂₅H₂₆O₈ 
• 73957-98-9 C₂₉H₃₀O₉S 

Downstream Products

• 72025-60-6 (7E,9Z,11Z,14Z)-(5S,6R)-6-[(S)-2-((S)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid 
• 72025-60-6 (7E,9Z,11Z,14Z)-(5R,6S)-6-[(S)-2-((S)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid 
• 72025-60-6 5(S)-hydroxy-6(R)-glutathionyl-7,9-E-11,14-Z-eicosatetraenoic acid 
• 72025-60-6 leukotriene C4 
• 89461-64-3 7Z,9E,11E,14Z-LTE₄ methyl ester 
• 73836-78-9 7Z,9E,11E,14Z-LTD₄ 
• 75443-89-9 7Z,9E,11E,14Z-LTE₄ 
• 91944-21-7 7Z,9E,11E,14Z-LTD₄ methyl ester 
• 72025-60-6 (7E,9E,11Z,14Z)-(5S,6R)-6-[2-(4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid 
• 72025-60-6 leukotriene C1 
• 73958-10-8 (7E,9E,11Z,14Z)-(5S,6R)-6-[2-(4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid methyl ester 
• 73466-14-5 (7E,9E,11Z,14Z)-(5S,6R)-6-[(R)-2-((S)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid 
• 79026-72-5 (5R,6S)-LTC₄ 

Relevant academic research and scientific papers

AN EFFICIENT AND SIMPLE METHOD THE CONVERSION OF 15-HPETE TO 14,15-EPETE (LIPOTRIENE A) AND 5-HPETE TO LEUKOTRIENE A AS THE METHYL ESTERS

Simple new methodology is described for the synthesis from arachidonic acid of the important eicosanoids lipotriene A methyl ester (5) and leukotriene A methyl ester (10), a key feature being the use of a novel chemical method for effecting the allylic hydroperoxide oxiranyl carbinol rearrangement.

A NOVEL STEREOSPECIFIC SYNTHESIS OF (+/-)-LEUKOTRIENE A4(LTA4),METHYL ESTER

The reaction of the phosphonate 1 with the epoxyaldehyde 2 is reported as the key step in a novel stereospecific synthesis of (+/-)-LTA4, methyl ester 3.

CHEMICAL CONVERSION OF ARACHIDONIC ACID TO SLOW REACTING SUBSTANCES

The synthesis of slow reacting substances, leukotrienes C, D, and E, can be accomplished conveniently by a stereoselective biomimetic route.Details are provided for the conversion of 5-HPETE methyl ester 4 to leukotriene methyl ester (2) and thence to leukotrienes C and D.

CONVERGENT SYNTHESIS OF LEUKOTRIENE A METHYL ESTER

A convergent total synthesis of methyl 5,6-oxido-6,9,11,14-eicosapentaenoate from oct-2-yn-1-ol and methyl 4-formylbutyrate is described.

Total synthesis of slow reacting substances (SRS). "Leukotriene C-2" (11-trans-leukotriene C) (3) and leukotriene D (4)

Syntheses are described for the "slow reacting substances" 11-trans-leukotriene C (3) (previously known as leukotriene C-2) and leukotriene D (4), the cys-gly analog of leukotriene C (2). The synthesized leukotrienes 3 and 4 were instrumental in the assignment of structure to these members of the family of naturally occuring slow reacting substances which includes also 2.

SYNTHESIS, SEPARATION AND N.M.R. SPECTRA OF THREE DOUBLE BOND ISOMERS OF LEUKOTRIENE A METHYL ESTER

The synthesis and h.p.l.c. separation of three double bond isomers of leukotriene A methyl ester is described, their stereochemistry being assigned by 1H N.M.R.