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2-Cyclopentylpyrrolidine, with the molecular formula C9H17N, is a heterocyclic compound characterized by a five-membered ring that incorporates both a pyrrolidine and a cyclopentyl group. This versatile chemical is recognized for its role as a chiral auxiliary in asymmetric synthesis, and it also shows promise as a ligand in coordination chemistry. Its unique molecular structure lends itself to a variety of applications across different chemical processes.

383127-36-4

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383127-36-4 Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
2-Cyclopentylpyrrolidine is utilized as a building block for the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides due to its structural properties and reactivity.
Used in Specialty Chemical Production:
2-CYCLOPENTYLPYRROLIDINE serves as a key component in the production of specialty chemicals, where its unique attributes can enhance the performance or characteristics of the final products.
Used as a Reagent in Organic Synthesis:
2-Cyclopentylpyrrolidine is employed as a reagent in organic synthesis, facilitating specific chemical reactions and contributing to the formation of desired products.
Used in Asymmetric Synthesis:
As a chiral auxiliary, 2-Cyclopentylpyrrolidine is used to induce asymmetry in chemical reactions, which is crucial for the production of enantiomerically pure compounds, important in various applications including pharmaceuticals where the biological activity of enantiomers can differ significantly.
Used in Coordination Chemistry:
2-Cyclopentylpyrrolidine exhibits potential as a ligand in coordination chemistry, where it can bind to metal ions to form coordination compounds with specific properties, useful in catalysis and other areas of chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 383127-36-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,8,3,1,2 and 7 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 383127-36:
(8*3)+(7*8)+(6*3)+(5*1)+(4*2)+(3*7)+(2*3)+(1*6)=144
144 % 10 = 4
So 383127-36-4 is a valid CAS Registry Number.

383127-36-4Downstream Products

383127-36-4Relevant articles and documents

Enantioconvergent cross-couplings of racemic alkylmetal reagents with unactivated secondary alkyl electrophiles: Catalytic asymmetric Negishi α-alkylations of N-Boc-pyrrolidine

Cordier, Christopher J.,Lundgren, Rylan J.,Fu, Gregory C.

supporting information, p. 10946 - 10949 (2013/08/23)

Although enantioconvergent alkyl-alkyl couplings of racemic electrophiles have been developed, there have been no reports of the corresponding reactions of racemic nucleophiles. Herein we describe Negishi cross-couplings of racemic α-zincated N-Boc-pyrrolidine with unactivated secondary halides, thus providing a one-pot, catalytic asymmetric method for the synthesis of a range of 2-alkylpyrrolidines (an important family of target molecules) from N-Boc-pyrrolidine, a commercially available precursor. Preliminary mechanistic studies indicated that two of the most straightforward mechanisms for enantioconvergence (dynamic kinetic resolution of the organometallic coupling partner and a simple β-hydride elimination/β-migratory insertion pathway) are unlikely to be operative.

A Simple Asymmetric Synthesis of 2-Substituted Pyrrolidines and 5-Substituted Pyrrolidinones

Burgess, Laurence E.,Meyers, A. I.

, p. 1656 - 1662 (2007/10/02)

An efficient procedure for the preparation of the title compounds in high enantiomeric purity has been realized starting from 3-acylpropionic acids.Stereoselective reduction of chiral bicyclic lactams 2a-h, prepared from the corresponding γ-keto acid and

A Simple Asymmetric Synthesis of 2-Substituted Pyrrolidines from 3-Acylpropionic Acids

Meyers, A. I.,Burgess, Laurence E.

, p. 2294 - 2296 (2007/10/02)

The title compounds have been prepared from 3-acylpropionic acids 2 and (-)-R-phenylglycinol in a three-step sequence in >98percent enantiomeric excess.The R group in 2 ultimately becomes the 2-substituent in the chiral pyrrolidine.

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