69498-24-4

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-Methylpyrrolidine is used as a reactant for the preparation of aryl indoles, which serve as highly selective ligands for estrogen receptor α (ERα). These ligands play a crucial role in the development of drugs targeting hormonal imbalances and related conditions.
(R)-3-Methylpyrrolidine is also used in the preparation of benzazepineylidene acetamide derivatives, which act as arginine vasopressin V2 receptor agonists. These agonists are vital in the treatment of conditions such as diabetes insipidus and nocturnal enuresis, where the regulation of water balance in the body is essential.

InChI:InChI=1/C5H11N/c1-5-2-3-6-4-5/h5-6H,2-4H2,1H3/t5-/m1/s1

Upstream product

• 186597-26-2 (2R,3aS,4aR,6R,8aS)-2,6,9,9-Tetramethyl-octahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-1-one 
• 235094-13-0 1-((2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-phenylselanylmethyl-hexahydro-benzo[e][1,3]oxazin-3-yl)-propenone 
• 186597-30-8 (3'R)-8-(3'-methylpyrrolidinyl)menthol 

Downstream Products

• 530091-65-7 (R)-methyl 4-(3-methylpyrrolidin-1-yl)-2-(trifluoromethyl)benzoate 
• 530091-53-3 (R)-methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate 
• 945255-99-2 N-[1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethyl]-2-(2-phenyl-1H-indol-3-yl)-acetamide 
• 937177-52-1 1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine 
• 945255-85-6 2-(1-azido-ethyl)-3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indole 

Relevant academic research and scientific papers

Diastereoselective 5-exo-trig radical cyclisation on N-acryloyl-tetrahydro-1,3-oxazines. A novel approach to enantiopure 3-substituted pyrrolidines

N-acryloyl-2-(phenylselenomethyl)-tetrahydro-1,3-oxazine 1 generates a carbon-centred radical in the presence of tri-n-butyltin hydride and AIBN. This radical underwent diastereoselective 5-exo-trig cyclisation leading to a mixture of five-membered lactams 2a and 2b (d.e. 68%). Chromatographic separation of the diastereomers and elimination of the chiral auxiliary provided enantiopure (R)-3-methylpyrrolidine in good chemical yield. Copyright (C) 1996 Elsevier Science Ltd.