1333225-85-6

Basic information

• Product Name: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate
• Synonyms: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate
• CAS NO: 1333225-85-6
• Molecular Weight: 336.428
• Mol File: 1333225-85-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate(1333225-85-6)
• EPA Substance Registry System: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate(1333225-85-6)

Safety Data

• Hazardous Substances Data: 1333225-85-6(Hazardous Substances Data)

Upstream product

• 1333225-84-5 (2S,4S,5R)-2-benzyloxy-5-hydroxy-4-methyl-7-octen-3-one 
• 1333225-81-2 (2E,5R,6S,7S,8S)-ethyl 8-benzyloxy-5,7-dihydroxy-6-methyl-2-nonenoate 
• 1333225-82-3 (2S,3S,4S,5R)-2-benzyloxy-4-methyl-7-octen-3,5-diol 
• 132489-33-9 (S)-2-benzyloxy-3-pentanone 
• 122151-32-0 (S)-2-(benzyloxy)-1-(pyrrolidin-1-yl)propan-1-one 
• 1258500-12-7 1-(2,5-dimethyl-1H-pyrrol-1-yl)prop-2-en-1-one 

Relevant articles and documents

Total synthesis of (+)-herboxidiene/GEX 1A

A total synthesis of (+)-herboxidiene/GEX 1A has been accomplished from (R)- and (S)-lactate esters in a highly efficient manner. Key steps of the synthesis involve substrate-controlled titanium-mediated aldol reactions from chiral lactate-derived ethyl ketones, an oxa-Michael cyclization, an Ireland-Claisen rearrangement, and a Suzuki coupling. Furthermore, computational studies of the oxa-Michael reaction have unveiled the dramatic influence of intramolecular hydrogen bonds on the stereochemical outcome of such cyclizations, whereas biological analyses have clearly proved the important cytoxicity of (+)-herboxidiene/GEX 1A.