197141-94-9

Basic information

• Product Name: (R)-3-(1-(2-aminophenyl)-8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)propanoic acid
• Synonyms: (R)-3-(1-(2-aminophenyl)-8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)propanoic acid
• CAS NO: 197141-94-9
• Molecular Weight: 312.412
• Mol File: 197141-94-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-3-(1-(2-aminophenyl)-8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(1-(2-aminophenyl)-8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)propanoic acid(197141-94-9)
• EPA Substance Registry System: (R)-3-(1-(2-aminophenyl)-8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)propanoic acid(197141-94-9)

Safety Data

• Hazardous Substances Data: 197141-94-9(Hazardous Substances Data)

Upstream product

• 443305-67-7 (R)-methyl 1-(2-aminophenyl)-8-ethyl-8-vinyl-5,6,7,8-tetrahydroindolizine-3-carboxylate 
• 191171-55-8 2-anilineboronic acid pinacol ester 
• 1122478-46-9 (±)-8-ethyl-8-vinyl-5,6,7,8-tetrahydroindolizine 
• 100779-91-7 1-(3-bromopropyl)-1H-pyrrole 
• 81159-43-5 methanesulfonic acid pent-2-ynyl ester 
• 1316859-98-9 potassium 2-(2-nitrophenyl)acetate 
• 135250-60-1 (S)-2-allyl-2-ethylcyclopentan-1-one 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 1362387-19-6 allyl 1-ethyl-2-oxocyclopentane-1-carboxylate 
• 75265-67-7 allyl 2-oxocyclopentane-1-carboxylate 
• 124-04-9 Adipic acid 
• 2998-04-1 diallyl adipate 

Downstream Products

• 883236-91-7 3-[(R)-1-(2-Amino-phenyl)-8-ethyl-5,6,7,8-tetrahydro-indolizin-8-yl]-propan-1-ol 
• 36193-36-9 (±)-rhazinilam 
• 883456-51-7 rhazinilam 
• 883236-95-1 3-{(R)-1-[2-((S)-2-Amino-3-methyl-butyrylamino)-phenyl]-8-ethyl-5,6,7,8-tetrahydro-indolizin-8-yl}-propionic acid 
• 883236-93-9 3-{(R)-1-[2-(2-Amino-acetylamino)-phenyl]-8-ethyl-5,6,7,8-tetrahydro-indolizin-8-yl}-propionic acid 

Relevant articles and documents

Short Enantioselective Total Synthesis of (-)-Rhazinilam Using a Gold(I)-Catalyzed Cyclization

(R)-(-)-Rhazinilam has been synthesized in nine steps and 20% overall yield. The key steps involve two metal-catalyzed processes: the enantioselective gold(I)-catalyzed cycloisomerization of an allene-functionalized pyrrole and the palladium-catalyzed hydrocarboxylation of a vinyl moiety with formate as a CO surrogate. This novel strategy represents the shortest and highest yielding enantioselective total synthesis of (-)-rhazinilam.

Phosphoric acid catalyzed desymmetrization of bicyclic bislactones bearing an all-carbon stereogenic center: Total syntheses of (-)-rhazinilam and (-)-leucomidine B

In the presence of a catalytic amount of an imidodiphosphoric acid, enantioselective desymmetrization of bicyclic bislactones by reaction with alcohols took place smoothly to afford enantiomerically enriched monoacids having an all-carbon stereogenic center. Concise catalytic enantioselective syntheses of both (-)-rhazinilam and (-)-leucomidine B were subsequently developed using (S)-methyl 4-ethyl-4-formylpimelate monoacid as a common starting material. Breaking symmetry: Achiral bislactones (1) undergo desymmetrization by reaction with alcohol in the presence of chiral imidodiphosphoric acids. The monoacids 2, having an all-carbon stereogenic center, were obtained in good to excellent yields and enantioselectivities. Concise total syntheses of (-)-rhazinilam and (-)-leucomidine B were subsequently developed using 2 as a common starting material.