216394-07-9

Usage

Uses

Used in Organic Synthesis:
(1S,2S)-(+)-2-Benzyloxycyclohexylamine is used as a chiral auxiliary for enantioselective reactions, facilitating the production of enantiomerically pure compounds, which is crucial for the development of pharmaceuticals and agrochemicals with desired biological activities.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (1S,2S)-(+)-2-Benzyloxycyclohexylamine is used as a building block for the synthesis of various drugs, contributing to the creation of new medications with improved efficacy and selectivity.
Used in Agrochemical Synthesis:
Similarly, in agrochemicals, (1S,2S)-(+)-2-Benzyloxycyclohexylamine is employed as a key intermediate, aiding in the development of more effective and selective crop protection agents.
Used in Asymmetric Catalysis:
(1S,2S)-(+)-2-Benzyloxycyclohexylamine is also utilized as a chiral ligand in asymmetric catalysis, enhancing the selectivity of catalytic reactions and enabling the production of enantiomerically enriched products.
Safety Considerations:
It is important to handle (1S,2S)-(+)-2-Benzyloxycyclohexylamine with care due to its potential to cause irritation to the skin, eyes, and respiratory system, emphasizing the need for proper safety measures during its use in research and industrial applications.

InChI:InChI=1/C13H19NO/c14-12-8-4-5-9-13(12)15-10-11-6-2-1-3-7-11/h1-3,6-7,12-13H,4-5,8-10,14H2/t12-,13-/m0/s1

Upstream product

• 98454-36-5 N-((1R,2S)-2-Benzyloxy-cyclohexyl)-acetamide 
• 18421-15-3 (+/-)-N-(cis-2-hydroxy-cyclohexyl)-acetamide 
• 100-44-7 benzyl chloride 
• 98454-36-5 N-((1R,2R)-2-Benzyloxy-cyclohexyl)-acetamide 
• 18421-15-3 (±)-N-((1R,2R)-2-hydroxycyclohexyl)acetamide 
• 85761-38-2 (+/-)-trans-2-benzyloxycyclohexan-1-ol 

Downstream Products

• 40571-86-6 rac-(1R,2R)-2-(benzylamino)cyclohexanol 
• 141478-34-4 1-(N-benzylamino)-2-cyclohexanone 
• 121282-70-0 (+/-)-trans-1-hydroxy-2-tert-butoxycarbonylamino-cyclohexane 
• 745783-98-6 C₁₄H₁₇NOS 
• 1574347-88-8 N-[(1R,2R)-2-(benzyloxy)cyclohexyl]octadecane-1-sulphonamide 
• 1574347-89-9 N-[(1R,2R)-2-hydroxycyclohexyl]octadecane-1-sulphonamide 

Relevant academic research and scientific papers

Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

A hybrid organo- and biocatalytic system for the asymmetric conversion of racemic alcohols into amines was developed. Combining an organocatalyst, AZADO, an oxidant, NaOCl, and an enzyme, ω-transaminase, we implemented a one-pot oxidation-transamination sequential process in aqueous medium. The method showed broad substrate scope and was successfully applied to conventional secondary alcohols and sterically hindered β-substituted cycloalkanols, where a highly stereoselective dynamic asymmetric bioamination enabled us to set up both contiguous stereocenters with very high enantio- and diastereomeric ratio (>90% yield, >99% ee, and up to 49:1 dr).

Broadening the chemical scope of laccases: Selective deprotection of N-benzyl groups

Laccase from Trametes versicolor together with TEMPO has been found to be a very efficient system to deprotect N-benzylated primary amines, differing from previously described methods since it uses oxygen as a mild oxidant in aqueous medium. Chemoselective removal of the benzyl group was achieved with excellent yields when secondary amines and alcohol moieties were also present.

Method for Producing O-Alkylated Aminoalcohols

A process for preparing O-alkylated amino alcohols by reacting N-unsubstituted or N-monosubstituted amino alkoxide salts with alkyl halides, the amino alkoxide salts being formed by means of alkali metal or alkaline earth metal hydroxides.

Method For Producing O-Alkylated Cyclic Aminoalcohols

A process for preparing O-alkylated amino alcohols of the formula (I) by reacting N-unsubstituted or N-monosubstituted amino alkoxide salts with alkyl halides, the amino alkoxide salts being formed by means of alkoxides

IL-8 RECEPTOR ANTAGONISTS

This invention relates to the use of phenyl ureas of formulas (I) and (II) in the treatment of disease states mediated by the chemokine, Interleukin-8 (IL-8). The variables of (I) and (II) are defined herein. STR1