150333-84-9

Upstream product

• 139115-79-0 2-(5-methoxy-1,3-dimethyl-2-oxoindolin-3-yl)acetic acid 
• 129011-67-2 methyl 2,3-dihydro-5-methoxy-1,3-dimethyl-2-oxo-1H-indole-3-acetate 
• 100-46-9 benzylamine 
• 150407-40-2 2-(5-methoxy-1,3-dimethyl-2-oxoindolin-3-yl)acetic acid 
• 3173-56-6 benzyl isothiocyanate 

Downstream Products

• 116103-15-2 (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydro-5-methoxypyrrolo[2,3-b]indole 

Relevant academic research and scientific papers

Practical total syntheses of physostigmines and of phenserines: A synopsis

(±)-1,3-Dimethyl-3-cyanomethyl-5-methoxyoxindole (8), or (3S)-enriched 8 obtained by asymmetric alkylation, separated into the optically pure enantiomers (8a) and (8b) when chromatographed on a microcrystalline cellulose triacetate (MCTA) column. Asymmetr

PROGRESS TOWARDS A PRACTICAL TOTAL SYNTHESIS OF CALABAR ALKALOIDS: TOTAL SYNTHESIS OF (-)-ESERMETHOLE AND (-)-PHYSOVENOL METHYL ETHER FROM (3S)-1,3-DIMETHYL-3-CARBOXYMETHYL-5-METHOXYOXINDOLE

Chemical resolution of the oxindoleacetic acid (7) with brucine in water yielded the acid (7a) of (3S)-absolute configuration.Acid (7a), in using conventional methods, was converted into nitrile (8a), lactone (9a) and amides (10a), and (11a) respectively.Amide (10a), on reduction with LAH in refluxing THF, directly yielded (-)-esermethole (12a), and amide (11a) similarly gave (-)-N1-benzylnoresermethole (13a).Reduction of ester (6a) with LAH in refluxing THF yielded (-)-physovenol methyl ether (14a).