113828-85-6

Basic information

• Product Name: (S)-N-CARBOBENZYLOXY CYCLOHEXYLALANINOL
• Synonyms: N-CARBOBENZOXY-L-CYCLOHEXYLALANINOL;(S)-N-CARBOBENZYLOXY CYCLOHEXYLALANINOL;Z-CHA-OL;Z-PHE(HEXAHYDRO)-OL;N-Benzyloxycarbonyl-3-cyclohexyl-L-alaninol;(R)-2-(benzyloxycarbonylamino)-3-cyclohexylpropanoic acid;CBZ-L-CYCLOHEXYLALANINOL
• CAS NO: 113828-85-6
• Molecular Formula: C17H25NO3
• Molecular Weight: 291.39
• Mol File: 113828-85-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-N-CARBOBENZYLOXY CYCLOHEXYLALANINOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-CARBOBENZYLOXY CYCLOHEXYLALANINOL(113828-85-6)
• EPA Substance Registry System: (S)-N-CARBOBENZYLOXY CYCLOHEXYLALANINOL(113828-85-6)

Safety Data

• Hazardous Substances Data: 113828-85-6(Hazardous Substances Data)

Usage

General Description

(S)-N-carbobenzyloxy cyclohexylalaninol, also known as Z-cyclohexylalaninol, is a chemical compound that is used in the synthesis of various pharmaceuticals and organic compounds. It is a derivative of the amino acid alanine, containing a cyclohexyl group and a benzyl carbamate group. (S)-N-CARBOBENZYLOXY CYCLOHEXYLALANINOL is often used as a chiral building block in the production of chiral drugs and has various potential applications in the field of medicinal chemistry. Its stereochemical properties make it a valuable component in the development of biologically active molecules and drug candidates. Additionally, it is also utilized as a chiral ligand in various catalytic and asymmetric synthesis reactions, contributing to its importance in organic chemistry research and development.

Upstream product

• 79-08-3 bromoacetic acid 
• 790633-35-1 N-[2-[(2-aminoethyl)amino]ethyl]-O-(phenylmethyl)serine 
• 79-11-8 chloroacetic acid 
• 501-53-1 benzyl chloroformate 
• 117160-99-3 (2S)-2-amino-3-cyclohexylpropan-1-ol hydrochloride 
• 25341-42-8 (S)-2-benzyloxycarbonylamino-3-cyclohexylpropionic acid 

Downstream Products

• 143914-93-6 (E)-(S)-4-Benzyloxycarbonylamino-5-cyclohexyl-pent-2-enoic acid ethyl ester 
• 143914-92-5 (E)-(S)-4-Benzyloxycarbonylamino-5-cyclohexyl-2-methyl-pent-2-enoic acid ethyl ester 
• 143915-11-1 (S)-((4S,5S)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-iodo-acetic acid ethyl ester 
• 143915-10-0 (R)-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-iodo-acetic acid ethyl ester 
• 143915-09-7 (S)-2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-2-iodo-propionic acid ethyl ester 
• 143915-08-6 (R)-2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-2-iodo-propionic acid ethyl ester 
• 105852-47-9 2-<(benzyloxycarbonyl)amino>-3-cyclohexyl-(2S)-propionaldehyde 

Relevant articles and documents

Tunable Probes with Direct Fluorescence Signals for the Constitutive and Immunoproteasome

Electrophiles are commonly used for the inhibition of proteases. Notably, inhibitors of the proteasome, a central determinant of cellular survival and a target of several FDA-approved drugs, are mainly characterized by the reactivity of their electrophilic head groups. We aimed to tune the inhibitory strength of peptidic sulfonate esters by varying the leaving groups. Indeed, proteasome inhibition correlated well with the pKaof the leaving group. The use of fluorophores as leaving groups enabled us to design probes that release a stoichiometric fluorescence signal upon reaction, thereby directly linking proteasome inactivation to the readout. This principle could be applicable to other sulfonyl fluoride based inhibitors and allows the design of sensitive probes for enzymatic studies.

PROCESS FOR THE PREPARATION OF GADOBENATE DIMEGLUMINE COMPLEX IN A SOLID FORM

The present invention discloses a process for the preparation of gadobenate dimeglumine complex in a solid form. In particular, said solid form is conveniently obtained by spray-drying a corresponding liquid suspension at a given temperature and concentration. The present invention is particularly advantageous for the industrial scale as the solid form may be obtained by employing water as a solvent, which is a non-toxic solvent, easy to handle and basically not requiring troublesome health or safety precautions.

Process for the preparation of contrast agents

The present invention refers to a process for preparing a compound of formula (I) through a carboxymethylation reaction occurring in the presence of a suitable alkylating agent and of a base, without the need of monitoring the pH of the reaction environment. The compound of formula (I) is a useful intermediate in the preparation of diagnostic contrast agents for MRI techniques.