19220-40-7

Upstream product

• 56554-75-7 1-chloroheptadec-10-yne 
• 143-33-9 sodium cyanide 
• 111-25-1 1-bromo-hexane 
• 16900-60-0 dodec-11-ynoic acid 
• 29215-49-4 1-iodo-9-chlorononane 
• 3937-56-2 1,9-Nonanediol 
• 51795-88-1 1-bromo-10-(tetrahydropyranyloxy)decane 
• 84999-78-0 1-<(Tetrahydro-2H-pyran-2-yl)oxy>-11-octadecyne 
• 53463-68-6 1-bromo-10-decanol 
• 624-17-9 diethyl azelate 
• 18202-10-3 11-dodecyn-1-ol 
• 821-99-8 1,9-dichlorononane 
• 124-38-9 carbon dioxide 
• 154131-70-1 1-iodoheptadec-10-yne 

Downstream Products

• 26543-37-3 11-octadecynoic acid, methyl ester 
• 57-11-4 stearic acid 
• 6198-58-9 methyl (Z)-vaccenate 
• 84999-79-1 1-hydroxy octadec 11-yne 

Relevant academic research and scientific papers

Efficient synthesis of unsaturated 1-monoacyl glycerols for in meso crystallization of membrane proteins

A highly efficient synthesis of unsaturated 1-monoacyl glycerols was established to fulfill the pressing need for materials that form lipidic mesophases utilized in membrane protein crystallization. Georg Thieme Verlag Stuttgart.

Studies in pheromone biosynthesis: Preparation of 3H labelled precursors of Drosophila pheromones

Two synthetic schemes were designed giving access to tritium labelled potential precursors of Drosophila pheromones. An intermediate in the first scheme allowed the preparation of [3H]-labelled vaccenyl acetate.

Metamorphosis of Castor Oil to Insect Sex-pheromones and Useful Synthons

The primary fragmentation products of Castor oil (1), namely, methyl undec-10-enoate (2) and sebacic acid (3) have been converted, using novel reactions and strategies into synthons of the type H-CC-(CH2)n-3-CH2OTHP (n=6=4; n=7=14; n=8=22; n=9=29).A surprisingly clean decarboxylative elimination of sebacic acid monoester gives methyl non-8-enoate (7), a synthon related to recefeiolide and a precursor to 4, the utility of which, has been illustrated with the synthesis of insect-pheromones of the species Grapholita molesta.Methyl dec-9-enoate (15) has been prepared by a novel and practical terminal ? to lower terminal ? degradation of 2.Compound 7 has been transformed via synthon 14 to the insect sex-pheromones of the species, Spodoptera frugiperda, Heliothis virescens and Paralobesia viteana in high yields and excellent stereochemical purity. 1-Tetrahydropyranyloxyundec-10-yne (22) readily prepared from 2, has been used to illustrate a new strategy in pheromone synthesis, namely, the use of coupling elements, leading to the preparation of bombykol in high yields and excellent stereochemical purity. 1-Tetrahydropyranyloxydodec-11-yne (29), already reported, has been transformed to vaccenic acid (30), the transposed ?-isomer of oleic acid, in good yields, thus demonstrating the use of acetylide synthons for the preparation of rare fatty acids also.