428452-71-5

Basic information

• Product Name: (2R,3R)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester
• Synonyms: (2R,3R)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester
• CAS NO: 428452-71-5
• Molecular Weight: 344.429
• Mol File: 428452-71-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester(428452-71-5)
• EPA Substance Registry System: (2R,3R)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester(428452-71-5)

Safety Data

• Hazardous Substances Data: 428452-71-5(Hazardous Substances Data)

Upstream product

• 24057-28-1 pyridinium p-toluenesulfonate 
• 181025-89-8 (2R,3S)-5-Methyl-2,3-dihydroxyhexanoate ethyl ester 
• 590-86-3 isovaleraldehyde 
• 34993-63-0 ethyl (E)-5-methylhex-2-enoate 

Downstream Products

• 49642-07-1 statine 

Relevant articles and documents

Unusual regioselection in the Mitsunobu reactions of syn-2,3-dihydroxy esters: Synthesis of statine and its diastereomer

Mitsunobu reactions of syn-2,3-dihydroxy esters exhibit a complete regioselection for the β-hydroxyl group. Benzoylation, azidation, and tosylation have been performed under these conditions. β-Functionalizations of syn-2,3-dihydroxy esters are uncommon, and the Mitsunobu reactions are complementary to other diol chemistries in the regioselection. In addition, the configurational inversion accompanying the Mitsunobu protocol offers a means for diastereochemical diversity, as exemplified by a synthesis of statine and its anti diastereomer. These findings will further expand the synthetic utilities of the Sharpless AD process.