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(1R,2R)-2-(propan-2-ylamino)cyclopentanol, also known as N-isopropylnorborneol, is a chiral compound characterized by a cyclopentane ring structure. It is a secondary amine with an isopropyl group attached to the amine nitrogen. This chemical is widely recognized for its utility as a chiral auxiliary in organic synthesis, particularly in the asymmetric synthesis of organic molecules. Its chiral nature plays a crucial role in influencing the stereochemistry of reactions, which is essential for the formation of chiral products. Furthermore, it finds application in the preparation of chiral ligands for asymmetric catalysis, making it an indispensable tool in the field of synthetic organic chemistry.

81795-53-1

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81795-53-1 Usage

Uses

Used in Organic Synthesis:
(1R,2R)-2-(propan-2-ylamino)cyclopentanol is utilized as a chiral auxiliary in organic synthesis for its ability to influence the stereochemistry of reactions. This leads to the formation of chiral products, which are vital in the development of pharmaceuticals and other specialty chemicals.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, (1R,2R)-2-(propan-2-ylamino)cyclopentanol is employed as a chiral auxiliary to control the stereochemistry of reactions, ensuring the selective formation of desired enantiomers. This selective synthesis is crucial for the production of biologically active compounds with specific pharmacological properties.
Used in Pharmaceutical Industry:
(1R,2R)-2-(propan-2-ylamino)cyclopentanol is used as a chiral auxiliary in the pharmaceutical industry for the synthesis of enantiomerically pure drugs. The ability to control the stereochemistry of reactions is essential for creating drugs with targeted therapeutic effects and reduced side effects.
Used in Chiral Ligand Preparation:
(1R,2R)-2-(propan-2-ylamino)cyclopentanol is also used in the preparation of chiral ligands for asymmetric catalysis. These ligands are critical in enhancing the efficiency and selectivity of catalytic reactions, leading to improved synthetic routes and more sustainable chemical processes.
Used in Research and Development:
In the realm of research and development, (1R,2R)-2-(propan-2-ylamino)cyclopentanol serves as a valuable tool for exploring new synthetic methodologies and understanding the fundamental aspects of stereochemistry in organic reactions. Its unique structure and properties make it an attractive candidate for studying and developing innovative approaches in synthetic organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 81795-53-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,7,9 and 5 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 81795-53:
(7*8)+(6*1)+(5*7)+(4*9)+(3*5)+(2*5)+(1*3)=161
161 % 10 = 1
So 81795-53-1 is a valid CAS Registry Number.

81795-53-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R,2R)-2-(propan-2-ylamino)cyclopentan-1-ol

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:81795-53-1 SDS

81795-53-1Relevant academic research and scientific papers

A CONVENIENT PREPARATION OF β-AMINO ALCOHOLS FROM EPOXIDES AND HALOMAGNESIUM ALKYLAMIDES

Carre, M. C.,Houmounou, J. P.,Caubere, P.

, p. 3107 - 3110 (2007/10/02)

Treatment of epoxides with halomagnesium alkylamides in THF affords the corresponding β-amino alcohols in good yields.

The Reaction between trans-2-Alkylaminocycloalkanols and Formaldehyde

Barkworth, Peter M. R.,Crabb, Trevor A.

, p. 260 - 264 (2007/10/02)

trans-2-Alkylaminocyclohexanols and trans-2-alkylaminocycloheptanols condense with formaldehyde to give perhydrocycloalkanooxazoles, whereas trans-2-alkylaminocyclopentanols give rise to perhydrocyclopentanodioxazepines.The two types of ring systems are characterized by differing proton-proton geminal coupling constants and 13C NMR parameters.

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