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trans-methyl 2-(tert-butoxycarbonyl)cyclohexanecarboxylate CAS:1839591-69-3

Trans-methyl 2-(tert-butoxycarbonyl)cyclohexanecarboxylate is a chemical compound with the molecular formula C13H22O3. It consists of a cyclohexane ring substituted with a methyl ester group and a tert-butoxycarbonyl (Boc) protecting group at the 2- and 1- positions, respectively. This compound is widely used in organic synthesis, particularly in the field of peptide chemistry, as a protecting group for amino acids and intermediates. The trans configuration of the cyclohexane ring adds structural rigidity, which can influence reactivity and stereochemical outcomes in chemical reactions.


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Application and Effect:

Trans-methyl 2-(tert-butoxycarbonyl)cyclohexanecarboxylate is primarily employed as a protecting group in peptide synthesis, where it temporarily shields specific functional groups, such as amines, from undesired reactions during chemical transformations. In solid-phase peptide synthesis (SPPS) and solution-phase peptide synthesis, the tert-butoxycarbonyl (Boc) group serves as a removable protecting group for N-terminal amino acids, facilitating stepwise assembly of peptide chains with precise sequence control and stereochemical integrity. Additionally, trans-methyl 2-(tert-butoxycarbonyl)cyclohexanecarboxylate finds application in the synthesis of chiral building blocks and pharmaceutical intermediates. The Boc protecting group can be selectively removed under mild conditions, allowing for the installation of additional functional groups or further elaboration of the molecule. This versatility makes it valuable in the construction of complex organic molecules with tailored properties and functionalities for applications in medicinal chemistry, drug discovery, and chemical biology. Furthermore, trans-methyl 2-(tert-butoxycarbonyl)cyclohexanecarboxylate serves as a key intermediate for synthesizing cyclohexane derivatives and heterocyclic compounds with potential applications in materials science and organic electronics. Its unique structural features and reactivity enable diverse chemical transformations, including ring-closing reactions, cycloadditions, and functional group manipulations, facilitating the synthesis of structurally diverse molecules with desired physical and electronic properties. In summary, trans-methyl 2-(tert-butoxycarbonyl)cyclohexanecarboxylate plays a crucial role in peptide chemistry and organic synthesis, enabling the construction of complex molecules and materials with tailored properties for various scientific and industrial applications.

Product Sample:

L-Arginine1
L-Arginine2

Product Packing:

L-Arginin3

Additional Information:

Composition C13H23NO4
Assay 99%
Appearance white powder
CAS No.  1839591-69-3
Packing Small and bulk
Shelf Life 2 years
Storage Store in cool and dry area
Certification ISO.

 


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