171016-45-8

Basic information

• Product Name: methyl (2S,3S)-2-iodo-3-hydroxyoctanoate
• Synonyms: methyl (2S,3S)-2-iodo-3-hydroxyoctanoate
• CAS NO: 171016-45-8
• Molecular Weight: 300.137
• Mol File: 171016-45-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (2S,3S)-2-iodo-3-hydroxyoctanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,3S)-2-iodo-3-hydroxyoctanoate(171016-45-8)
• EPA Substance Registry System: methyl (2S,3S)-2-iodo-3-hydroxyoctanoate(171016-45-8)

Safety Data

• Hazardous Substances Data: 171016-45-8(Hazardous Substances Data)

Upstream product

• 107797-02-4 methyl (2R,3S)-3-pentyloxiranecarboxylate 

Downstream Products

• 7367-81-9 methyl (E)-oct-2-enoate 
• 171231-64-4 methyl (2S,3S)-2-iodo-3-(trimethylsilylpropynoyloxy)octanoate 
• 171231-65-5 methyl (2S,3S)-2-iodo-3-(butynoyloxy)octanoate 

Relevant articles and documents

Application of radical cyclisation/iodine atom transfer to the chiral synthesis of (-)-methylenolactocin

Methylenolactocin, an antitumour antibiotic, has been synthesized through an efficient radical cyclisation process on a chiral iodo acetylene ester. Chiral iodohydrins may be formed by regioselective opening of a chiral epoxy ester, prepared by Sharpless epoxidation. C-2 opening is achieved with TMSCl/NaI and C-3 attack with MgI2. Subsequent esterification of the 2-iodo compound by reaction with substituted propynoyl triflates gives the key iodo acetylenic esters. This route is highly adaptable to the synthesis of analogues.