147410-43-3

Usage

Uses

Used in Pharmaceutical Industry:
1-Boc-3-phenyl-pyrrolidine is used as an intermediate in the synthesis of pharmaceuticals for its ability to facilitate the creation of complex organic compounds. Its presence as a Boc-protected amine makes it a valuable building block in the development of new drugs.
Used in Organic Synthesis:
1-Boc-3-phenyl-pyrrolidine is used as a reagent in organic synthesis for its versatility in forming a wide range of chemical products. The Boc group provides a stable, easily removable protecting group for the nitrogen atom, which is crucial in multi-step synthesis processes.
Used in Research and Development:
1-Boc-3-phenyl-pyrrolidine is used as a research compound in the development of new drugs, where its properties are studied to understand its potential therapeutic applications and to explore its reactivity in various chemical reactions. This helps in advancing the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C15H21NO2/c1-15(2,3)18-14(17)16-10-9-13(11-16)12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 939793-16-5 3-bromopyrrolidine-1-carboxylic acid tert-butyl ester 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 98-80-6 phenylboronic acid 
• 936-44-7 3-phenylpyrrolidine 
• 6052-63-7 2-phenylbut-3-en-1-ol 
• 41175-40-0 4-amino-3-phenylbutan-1-ol 
• 14025-83-3 3-cyano-3-phenylpropanoic acid ethyl ester 
• 100-58-3 phenylmagnesium bromide 
• 1234576-81-8 3-iodo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 103057-44-9 N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine 
• 147410-41-1 N-(tert-butoxycarbonyl)-2-hydroxy-3-phenylpyrrolidine 
• 147410-39-7 N-tert-butoxycarbonyloxy-3-phenylpropylamine 
• 352354-29-1 tert-butyl N-(2-bromo-2-propen-1-yl)-N-(2-propen-1-yl)carbamate 

Downstream Products

• 936-44-7 3-phenylpyrrolidine 

Relevant academic research and scientific papers

A new synthesis of 3-substituted pyrrolidines using iron catalysed cross-coupling reactions and ring closing metathesis

A series of 3-substituted N-Boc protected pyrrolidines have been prepared via iron catalysed cross-coupling between Boc protected N-allyl-N-(2-bromoallyl)amine 3 and organomagnesium compounds followed by ring closing metathesis and subsequent hydrogenatio

Construction of azacycles by intramolecular amination of organoboronates and organobis(boronates)

Intramolecular amination of organoboronates occurs with a 1,2-metalate shift of an aminoboron ate complex to form azetidines, pyrrolidines, and piperidines. Bis(boronates) undergo site-selective amination to form boronate-containing azacycles. Enantiomerically enriched azacycles are formed with high stereospecificity.

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling

A cobalt-catalyzed method for the C(sp2)-C(sp3) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt-ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N′-dimethylcyclohexane-1,2-diamine (DMCyDA, L1) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis.

Orthoester in Cyclodehydration of Carbamate-Protected Amino Alcohols under Acidic Conditions

The first acid-promoted reaction system to form azaheterocycles from N -carbamate-protected amino alcohols is described. The reaction involves the activation of the hydroxyl group via the use of orthoesters. Despite the reduced nucleophilicity of carbamate nitrogen, this reaction system provides several types of pyrrolidines and piperidines in good to high yields. Using this protocol, prolinol derivatives can also be synthesized from carbamate-protected amino diols with regio- and stereoselectivity.

Iron- and cobalt-catalyzed arylation of azetidines, pyrrolidines, and piperidines with grignard reagents

Iron- and cobalt-catalyzed cross-couplings between iodo-azetidines, -pyrrolidines, -piperidines, and Grignard reagents are disclosed. The reaction is efficient, cheap, chemoselective and tolerates a large variety of (hetero)aryl Grignard reagents.

2-(CYCLIC AMINO)-PYRIMIDONE DERIVATIVES AS TPK1 INHIBITORS

A compound represented by the formula (I), an optically active isomer thereof, or a pharmaceutical acceptable salt thereof (I) wherein R2 represents a hydrogen or the like; R3 represents methyl group or the like; R20 represents a halogen atom or the like; q represents an integer of 0 to 3; Z represent nitrogen atom, CH, or the like; R4 represents hydrogen or the like; R5 represents hydrogen or the like; R6 represents a substituted alkyloxy and the like; p represents an integer of 0 to 3; X represents bond, CH2, oxygen atom, NH, or the like; any one or more of R5 and R6, R5 and R4, R6 and R4, X and R5, X and R4, X and R6, and R6 and R6 may combine to each other to form a ring, which is used for preventive and/or therapeutic treatment of a disease caused by tau protein kinase 1 hyperactivity such as a neurodegenerative diseases (e.g. Alzheimer disease).

Effects of remote N-(tert-butoxycarbonyl) groups on heteroatom directed lithiation at benzylic positions

Lithiation of N-BOC-2-methylphenethylamine (6) occurs exclusively at the methyl group whereas lithiation of the phenylpropyl congener (11) is less regioselective. N-BOC-phenylpropylamine (17) is efficiently lithiated at the benzylic position while N-BOC-2