121719-95-7

Upstream product

• 20445-31-2 R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid 
• 39637-99-5 (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride 
• 121719-89-9 (4R,5S)-4,5-Dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4-methyl ester 5-((R)-1-phenyl-ethyl) ester 
• 121719-90-2 1-methyl hydrogen (2S^*,3R^*)-2,3-dimethyl-2,3-methylenedioxysuccinate 
• 121719-91-3 (2R^*,3S^*)-2,3,4-trimethyl-2,3-methylenedioxy-4-pentanolide 
• 121719-92-4 (2S^*,3R^*)-2,3,4-trimethyl-2,3-methylenedioxy-1,4-pentanediol 
• 121719-93-5 (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentanol 
• 121719-94-6 (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene 

Downstream Products

• 146070-68-0 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (4S,5R)-4,5-dimethyl-5-((R)-1-methyl-2-oxo-ethyl)-[1,3]dioxolan-4-ylmethyl ester 
• 121719-96-8 (2'R,2S,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxypentanoic acid 
• 315-22-0 monocrotaline 

Relevant academic research and scientific papers

Total synthesis of optically active monocrotaline, a carcinogenic pyrrolizidine alkaloid possessing an eleven-membered retronecine dilactone

A total synthesis of the natural enantiomer of monocrotaline (1), a representative of carcinogenic pyrrolizidine alkaloids having an 11-membered retronecine dilactone was achieved through regioselective coupling of (+)-retronecine (3) and the optically active protected necic acid 8, the latter being prepared enantioselectively from the meso-diester 11.

TOTAL SYNTHESIS OF OPTICALLY ACTIVE MONOCROTALINE, A CARCINOGENIC PYRROLIZIDINE ALKALOID HAVING AN 11-MEMBERED DILACTONE

Monocrotaline (1), a representative of carcinogenic pyrrolizidine alkaloids with an 11-membered dilactone has been synthesized in optically active form by virtue of regioselective coupling of (+)-retronecine (2) and the protected necic acid 3, the latter being synthesized enantioselectively from the meso-diester 4.