Cas no 2231664-93-8 (tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate)

Tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate is a chiral cyclohexylamine derivative featuring a tert-butoxycarbonyl (Boc) protecting group. This compound is particularly valuable in organic synthesis and pharmaceutical applications due to its stereospecificity, which ensures high enantiomeric purity in asymmetric reactions. The Boc group enhances stability, allowing for selective deprotection under mild acidic conditions without affecting other functional groups. Its rigid cyclohexyl backbone contributes to controlled spatial orientation in molecular design. This intermediate is commonly employed in peptide synthesis and the development of bioactive molecules, offering precise structural control and compatibility with a wide range of reaction conditions.
tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate structure
2231664-93-8 structure
Product Name:tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate
CAS No:2231664-93-8
MF:C12H24N2O2
MW:228.331163406372
CID:5272752
Update Time:2026-03-09

tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl N-[(1R,3R)-3-amino-1-methylcyclohexyl]carbamate
    • tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate
    • Inchi: 1S/C12H24N2O2/c1-11(2,3)16-10(15)14-12(4)7-5-6-9(13)8-12/h9H,5-8,13H2,1-4H3,(H,14,15)/t9-,12-/m1/s1
    • InChI Key: PIBNHYAGDOXHSE-BXKDBHETSA-N
    • SMILES: C(OC(C)(C)C)(=O)N[C@]1(C)CCC[C@@H](N)C1

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Additional information on tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate

tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate: A Comprehensive Overview

The compound tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate, identified by the CAS number 2231664-93-8, is a highly specialized organic compound with significant applications in the field of pharmaceutical chemistry. This compound has garnered attention due to its unique structural properties and potential therapeutic applications. Recent studies have highlighted its role in drug delivery systems and its ability to enhance bioavailability when incorporated into various formulations.

The molecular structure of tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate consists of a cyclohexane ring substituted with an amino group at position 3 and a methyl group at position 1. The stereochemistry of the molecule is crucial, as the (1R,3R) configuration imparts specific pharmacokinetic properties. The tert-butyl carbamate group attached to the amino moiety plays a pivotal role in stabilizing the molecule and influencing its solubility characteristics.

Recent advancements in synthetic methodologies have enabled the efficient production of this compound. Researchers have developed novel routes that utilize asymmetric catalysis to achieve high enantiomeric excess, which is essential for pharmaceutical applications. The synthesis involves multi-step processes, including nucleophilic substitution and cyclization reactions, which are optimized to ensure high yield and purity.

In terms of biological activity, tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate has demonstrated promising results in preclinical studies. It has been shown to exhibit selective binding to certain receptors, making it a potential candidate for the development of novel therapeutics. Furthermore, its ability to penetrate cellular membranes efficiently suggests its utility in targeted drug delivery systems.

The application of this compound extends beyond pharmacology. Recent research has explored its use as a building block in the synthesis of more complex molecules with enhanced bioactivity. Its versatility in forming various functional groups makes it an invaluable intermediate in organic synthesis.

In conclusion, tert-butyl N-[(1R,3R)-3-amino-1-methyl-cyclohexyl]carbamate stands out as a significant compound with diverse applications in both academic and industrial settings. Its unique structure, coupled with recent advancements in synthesis and application techniques, positions it as a key player in the development of innovative pharmaceuticals and chemical intermediates.

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