185015-84-3

Basic information

• Product Name: (4R,5S)-4-Heptyl-2-oxo-3-(toluene-4-sulfonyl)-oxazolidine-5-carboxylic acid (1S,2R)-2-phenyl-cyclohexyl ester
• Synonyms: (4R,5S)-4-Heptyl-2-oxo-3-(toluene-4-sulfonyl)-oxazolidine-5-carboxylic acid (1S,2R)-2-phenyl-cyclohexyl ester
• CAS NO: 185015-84-3
• Molecular Weight: 541.709
• Mol File: 185015-84-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4R,5S)-4-Heptyl-2-oxo-3-(toluene-4-sulfonyl)-oxazolidine-5-carboxylic acid (1S,2R)-2-phenyl-cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-4-Heptyl-2-oxo-3-(toluene-4-sulfonyl)-oxazolidine-5-carboxylic acid (1S,2R)-2-phenyl-cyclohexyl ester(185015-84-3)
• EPA Substance Registry System: (4R,5S)-4-Heptyl-2-oxo-3-(toluene-4-sulfonyl)-oxazolidine-5-carboxylic acid (1S,2R)-2-phenyl-cyclohexyl ester(185015-84-3)

Safety Data

• Hazardous Substances Data: 185015-84-3(Hazardous Substances Data)

Downstream Products

• 180922-45-6 (2S,3R)-2-hydroxy-3-(tosylamino)decanoic acid 
• 201798-57-4 (2S,3R)-2-Hydroxy-3-(toluene-4-sulfonylamino)-decanoic acid methyl ester 

Relevant articles and documents

Enantiospecific and diastereoselective synthesis of syn-β-amino-α-hydroxy acids

The reaction of chiral α-hydroxy β,γ-unsaturated esters with tosyl isocyanate followed by cyclization of the resulting allylic carbamates with iodine in the presence of sodium carbonate provided trans-4,5-disubstituted 2-oxazolidinone derivatives in a highly diastereoselective manner. The subsequent removal of the iodo group and the protective functionality afforded the syn-β-amino-α-hydroxy acids. Using the reaction sequence, (2R,3S)- and (2S,3R)-3-amino-2-hydroxy acids were synthesized with high enantioselectivity.