847550-90-7

Basic information

• Product Name: C₃₆H₆₀O₂
• Synonyms: C₃₆H₆₀O₂
• CAS NO: 847550-90-7
• Molecular Weight: 524.871
• Mol File: 847550-90-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₃₆H₆₀O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₆H₆₀O₂(847550-90-7)
• EPA Substance Registry System: C₃₆H₆₀O₂(847550-90-7)

Safety Data

• Hazardous Substances Data: 847550-90-7(Hazardous Substances Data)

Upstream product

• 36653-82-4 1-Hexadecanol 
• 4759-48-2 13-cis-retinoic acid 
• 302-79-4 all-trans-retinoic-acid 

Relevant articles and documents

Isomerization of all-(E)-retinoic acid mediated by carbodiimide activation synthesis of ATRA ether lipid conjugates

Treatment of the lysolipid 1-O-hexadecyl-sn-phosphatidylcholine with all-(E)-retinoic acid, DCC and DMAP resulted in poor acylation and caused (Z)Z(E) isomerization of the α-β double bond. In the presence of a proton, source, the carbodiimide-activated all-(E)-retinoic acid undergoes fast isomerization to give a final mixture of (13E)/(13Z) isomers in a 3:1 ratio. Similar treatment of (13Z)-retinoic acid leads to the same isomer ratio. The isomerization was circumvented successfully by using a Mitsunobu reaction, which provided an efficient synthesis of all-(.E)-retinoic acid sn-2-conjugated to phosphatidylcholine and phosphatidylglycerol etherlipids.