73707-65-0

Upstream product

• 73-34-7 L-rhamnose 
• 98-88-4 benzoyl chloride 
• 69992-12-7 (3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-3H-4,5,6-trihydropyran-2-one 

Downstream Products

• 69992-13-8 (2S,3R)-2-methyl-6-oxo-3,6-dihydro-2H-pyran-3,5-diyl dibenzoate 
• 73707-66-1 3-Benzoyloxy-6-methyl-2-pyrone 
• 111476-66-5 (3S)-<2,3-(2)H2>-2,4-di-O-benzoyl-3,6-dideoxy-L-mannono-1,5-lactone 
• 865622-63-5 2-Allyl-6-methoxy-benzoic acid (3R,5R)-2-methoxy-5-((S)-1-trifluoromethanesulfonyloxy-ethyl)-tetrahydro-furan-3-yl ester 
• 620987-55-5 (3R,5R)-5-((1S)-1-hydroxyethyl)-2-methoxyoxolan-3-yl 6-methoxy-2-prop-2-enylbenzoate 
• 620987-54-4 (3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate 

Relevant academic research and scientific papers

Formal total syntheses of the (-)-salicylihalamides A and B from D-glucose and L-rhamnose

Two formal total syntheses of the (-)-salicylihalamides, based on chiral pool approaches, are reported. D-Glucose and L-rhamnose were used to prepare advanced intermediates 23 and 54, which can be converted in three or four steps, respectively, to the tar

Synthesis of stereospecifically labeled 3,6-dideoxyhexoses.

Preparations of ascarylose (3,6-dideoxy-L-arabino-hexose), abequose (3,6-dideoxy-D-xylo-hexose), and paratose (3,6-dideoxy-D-ribo-hexose) with stereospecific deuterium labeling at C-3 are discussed. The methods used to synthesize these sugars, such as the

SYNTHESIS OF STEREOSPECIFICALLY LABELED CARBOHYDRATES: PREPARATION OF (3S)- AND (3R)-ASCARYLOSE

The general problem of the synthesis of 3,6-dideoxy sugars containing stereospecifically labeled hydrogen isotope at C-3 is adressed for the specific case of ascarylose (3,6-dideoxy-L-arabino-hexose).

β-ELIMINATION IN ALDONOLACTONES. THE CONVERSION OF L-RHAMNONO-1,5-LACTONE INTO 3-BENZOYLOXY-6-METHYLPYRAN-2-ONE

Benzoylation of L-rhamnono-1,5-lactone (1) for 90 min at room temperature afforded 2,3,4-tri-O-benzoyl-L-rhamnono-1,5-lactone (2).When an excess of benzoyl chloride and pyridine was used for 20 h, with subsequent sublimation of benzoic acid from the mixture at 120 deg C in vacuo, a double elimination took place and 3-benzoyloxy-6-methylpyran-2-one (4) was isolated as the main product.The conversion of 1,2, and 2,4-di-O-benzoyl-3,6-dideoxy-L-erythro-hex-2-enono-1,5-lactone (3) into the pyran-4-one derivative 4 under different conditions was monitored chromatographically.