127251-06-3

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 83529-40-2 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylic acid 
• 77-76-9 2,2-dimethoxy-propane 
• 136032-73-0 4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threitol 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 127251-05-2 Toluene-4-sulfonic acid (4S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 127251-04-1 Methanesulfonic acid (4S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 

Downstream Products

• 127278-97-1 [(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetonitrile 
• 171232-50-1 [(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde 
• 127251-12-1 Benzoic acid (S)-1-{(E)-2-[(4S,5S)-2,2-dimethyl-5-((Z)-pent-2-enyl)-[1,3]dioxolan-4-yl]-vinyl}-8-methoxycarbonyl-octyl ester 
• 1377151-88-6 C₂₅H₃₄O₃Si 
• 1377151-86-4 C₃₇H₅₃NO₆Si₂ 

Relevant academic research and scientific papers

Synthesis of the revised structure of acortatarin A

A novel Maillard-type condensation between a primary amine derived from D-mannitol and a dihydropyranone, was used as a key step to access the unusual morpholine-spiroketal acortatarin A. The synthetic approach also enabled access to a C-2 analogue of acortatarin A, and can be used for the synthesis of related 2-formylpyrrole natural products.

A convergent synthesis of the 2-formylpyrrole spiroketal natural product acortatarin A

A concise and flexible synthesis of the morpholine-spiroketal natural product acortatarin A, isolated from the traditional Chinese medicine Acorus tatarinowii, is reported. The key step involves a Maillard-type condensation of an amine derived from d-mannitol with a dihydropyranone. The approach also enables access to analogues of acortatarin A for biological evaluation and can be applied to the synthesis of related 2-formylpyrrole natural products. Georg Thieme Verlag Stuttgart . New York.

TOTAL SYNTHESIS OF UNSATURATED TRIHYDROXY C18 FATTY ACIDS

The total synthesis, in chiral form, of unsaturated trihydroxy C18 fatty acids 13 and 14 as methyl esters, starting from natural tartaric acid via the key intermediate aldehyde 5 is reported.