57378-87-7

Upstream product

• 131696-26-9 Acetic acid (2R,3S)-2-[(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxy-propyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 
• 73-34-7 L-rhamnose 
• 406460-49-9 methyl 2,3-O-methylorthoacetyl-α-L-rhamnopyranoside 
• 131696-28-1 tert-Butyl-((3aR,4R,6S,7S,7aS)-2-ethoxy-4-methoxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-dimethyl-silane 
• 108-24-7 acetic anhydride 
• 14917-55-6 methyl 6-deoxy-α-L-mannopyranoside 
• 131696-32-7 Acetic acid (2R,3S)-2-[(1S,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 
• 131696-29-2 Acetic acid (2R,3R,4S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 131696-30-5 Acetic acid (2R,3R,4R,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 131696-31-6 (Diethoxy-phosphoryl)-acetic acid (2R,3R,4R,5S,6S)-3-acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Peculiar Sharpless kinetic resolution of 2-furylmethanol and its application to the synthesis of (+)-Asperlin

A peculiar kinetic resolution of E-1-(2-furyl)-2-buten-1-ol (1), which produced two oxidation products, pyranone (2) and epoxyalcohol (3), was developed by using the modified Sharpless reagents. A short synthesis of (+)-Asperlin was achieved starting from the optically active resolution products.

Total syntheses of (+)-asperlin, (+)-acetylphomalactone and (5S,6S,7R,8S)-asperlin based on the kinetic resolution of 2-furylmethanols

The total syntheses of (+)-asperlin 1, (+)-acetylphomalactone 2 and (5S,6S,7R,8S)-asperlin 3 have been achieved employing the kinetic resolution of unsymmetric divinylmethanol using modified Sharpless reagents, which produced two oxidation products, as a

Total synthesis of (+)-Asperlin

A stereochemically unambiguous synthesis of (+)-asperlin from L-rhamnose establishes the configuration of the antibiotic as 4S, 5S, 6S, 7R.