104069-11-6

Basic information

• Product Name: (3aS,8aR)-5-methoxy-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole
• Synonyms: (3aS,8aR)-5-methoxy-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole
• CAS NO: 104069-11-6
• Molecular Weight: 218.299
• Mol File: 104069-11-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3aS,8aR)-5-methoxy-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: (3aS,8aR)-5-methoxy-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole(104069-11-6)
• EPA Substance Registry System: (3aS,8aR)-5-methoxy-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole(104069-11-6)

Safety Data

• Hazardous Substances Data: 104069-11-6(Hazardous Substances Data)

Upstream product

• 110691-50-4 1,3-dimethyl-3-(2-aminoethyl)-5-methoxyoxindole 
• 109939-63-1 2-(2-(5-methoxy-1,3-dimethyl-2-oxoindolin-3-yl)ethyl)isoindoline-1,3-dione 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 13888-03-4 methyl 4-chloro-2-methylbutanoate 
• 940-11-4 N-methyl-N-nitroso-p-anisidine 
• 2291-51-2 (5-methoxy-1,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile 
• 63483-09-0 4-chloro-2-methyl-butanal 
• 35292-54-7 N-methyl-N-(p-methoxyphenyl)hydrazine 

Downstream Products

• 2731-01-3 (±)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole 
• 101246-66-6 phenserine 
• 469-22-7 eseroline 
• 65166-97-4 (-)-esermethole 
• 116103-17-4 N¹-benzylnorphysostigmine 
• 116103-16-3 (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol 
• 6091-57-2 (-)-eseramine 
• 57-47-6 (+/-)-Physostigmine 
• 116103-15-2 (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydro-5-methoxypyrrolo[2,3-b]indole 

Relevant articles and documents

Decarboxylative Synthesis of Functionalized Oxindoles via An Iron-Initiated Radical Chain Process and Application in Constructing Diverse Fused-Indoline Heterocycles

Rapid construction of diverse fused-indoline?heterocycle (FIH) frameworks including high-value pyrroloindolines, furoindolines and thienoindolines in a two-step sequence has been described. The key to success hinges on the adoption of peresters as α-heteroatom alkyl radical precusors, which can smoothly react with N-arylacrylamides via a radical chain process initiated by inexpensive FeCl2?4H2O to afford the functionalized oxindoles, the key intermediates to FIH skeletons. The approach features operationally-simplicity, broad substrates scope and mild conditions. (Figure presented.).

Palladium-catalyzed enantioselective domino heck-cyanation sequence: Development and application to the total synthesis of esermethole and physostigmine

An efficient synthesis of functionalized 3-alkyl-3-cyanomethyl-2-oxindole 1 by a palladium-catalyzed domino Heck-cyanation reaction has been developed. Reaction of ortho-iodoanilide 5 with potassium ferro(II)cyanide, K 4[Fe(CN)6], dissolved in DMF in the presence of palladium acetate and sodium carbonate afforded oxindole 1 in good to excellent yields. An enantioselective domino Heck-cyanation process has been developed for the first time using (S)-DIFLUORPHOS as a chiral supporting ligand, and an enantioselectivity of up to 79% ee in the enantiomerically enriched oxindole was obtained under optimized conditions. A concise total synthesis of esermethole and physostigmine, powerful inhibitors of acetyl- and butyryl-cholinesterase, is documented.