126453-98-3

Upstream product

• 63296-55-9 (S)-(-) ethyl 2-<(benzyloxy)ymethoxy>propanoate 
• 126360-30-3 2-<(S)-2-(benzyloxymethoxy)propanoyl>thiazole 

Downstream Products

• 126360-34-7 (3S,4S)-4-O-benzyloxymethyl-3-O-tert-butyldimethylsilyl-1-(2-thiazolyl)-pent-1-ene 
• 126360-35-8 2,3,6-trideoxy-4-O-tert-butyldimethylsilyl-5-O-benzyloxymethyl-L-threo-hexose 
• 126360-32-5 2-O-tert-butyldimethylsilyl-3-O-benzyloxymethyl-4-deoxy-L-threose 
• 126360-31-4 (1R)-1-O-tert-butyldimethylsilyl-2-O-benzyloxymethyl-3-deoxy-1-(2-thiazolyl)-L-glycitol 
• 126360-33-6 (1R)-1-O-benzyl-2-O-benzyloxymethyl-3-deoxy-1-(2-thiazolyl)-L-glycitol 

Relevant academic research and scientific papers

A CONCISE THIAZOLE MEDIATED SYNTHESIS OF L-(-)-RHODINOSE FROM (S)-ETHYL LACTATE. THE THIAZOLE ROUTE TO DEOXYSUGARS

2-Lithiothiazole (2-LTT) (1a) and 2-thiazolylmethylenetriphenylphosphorane (2-TMP) (1b) are employed as aldehyde equivalents in a new concise synthesis of 4-O-tert-butyldimethylsilyl L-(-)-rhodinose (2b) from (S)-ethyl lactate.The key intermediates in the synthesis are two differentially protected hydroxyl aldehydes, i.e. the 4-deoxy-L-threose derivative 3b and the (S,S)-4,5-dihydroxyhexanal derivative 4b which are obtained in high yield starting from O-benzyloxymethyl (S)-ethyl lactate (5).The selective C5 hydroxyl deprotection in 4b leads to the TBS-protected rhodinose 2b in the pyranose form.A complete (1)H and (13)C NMR analysis of 2b is provided.