180797-62-0

Basic information

• Product Name: (2R)-2-iodo-n-hexadecanal
• CAS NO: 180797-62-0
• Molecular Weight: 366.326
• Mol File: 180797-62-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R)-2-iodo-n-hexadecanal(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-iodo-n-hexadecanal(180797-62-0)
• EPA Substance Registry System: (2R)-2-iodo-n-hexadecanal(180797-62-0)

Safety Data

• Hazardous Substances Data: 180797-62-0(Hazardous Substances Data)

Upstream product

• 180797-60-8 (2R)-1,1-dimethoxy-2-iodo-n-hexadecane 

Downstream Products

• 153657-85-3 (2R)-2-iodo-n-hexadecan-1-ol 

Relevant articles and documents

Asymmetric synthesis of (2R)- and (2S)-2-iodohexadecanal, natural inhibitors of the thyroid gland metabolism

(2R)-(+)- and (2S)-(-)-2-iodohexadecanal 1 with ee's≤89% were synthesized in five steps and 62% overall yield from chiral enol ethers Z- and/or E-7, via the iodocyclization with ICl and chromatographic separation of the resulting diastereomeric 1'-iododioxanes 8. The ee's of (2S)- and (2R)-1 have been determined after their transformation to the (R)-O-methylmandelate esters 11 and 12 or to the epoxides (2R)- and (2S)-13, respectively. Their absolute configuration has been assigned through chemical correlation with 13 and by application of Mosher's method to the esters 15 and 16 obtained by methanolysis of (2R)- and (2S)-13, respectively, followed by derivatization. Moreover, the biosynthesis and the inhibitory activity of 1 have been shown to be unstereoselective.