216879-13-9

Upstream product

• 61586-78-5 ethyl (1R,2S)-2-hydroxycyclohexane-1-carboxylate 
• 1655-06-7 (+-)-trans-2-hydroxy-cyclohexanecarboxylic acid ethyl ester 
• 936-03-8 trans-2-carbomethoxycyclohexan-1-ol 
• 936-03-8 (+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester 
• 1655-06-7 cis-ethyl 2-hydroxy-cyclohexanoate 
• 119068-36-9 ethyl anti-(1R,2R)-2-hydroxycyclohexanecarboxylate 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 

Relevant academic research and scientific papers

Process for the production of optically active amino alcohols

The disclosure describes a process for the preparation of cyclic optically active amino alcohols of formula (I) by reacting an optically active hydroxycarboxylate of formula (IV) with hydrazine to form an optically active hydroxycarboxylic hydrazide compo

A novel highly stereoselective synthesis of chiral 5- and 4,5-substituted 2-oxazolidinones

A novel highly stereoselective synthesis of chiral mono- and bicyclic 4- and 4,5-substituted 2-oxazolidinones starting from β-keto esters was developed. After bioreduction with S. cerevisiae the resulting homochiral β-hydroxy esters are transformed into their hydrazides. Treatment with NaNO2/H+ then furnishes 2-oxazolidinones in high e.e. (～99%) and d.e. (>99%). The ring formation proceeds via a highly concerted sextet rearrangement with full retention of configuration at the stereocentres. Enantiopure 1,2-amino alcohols can subsequently be obtained by saponification of the 2-oxazolidinone products.

Saturated Heterocycles, Part 161. Synthesis of 2-Hydroxycycloalkyl-substituted 1,3,4-Oxadiazoles, 1,3,4-Thiadiazoles and 1,2,4-Triazoles

A number of 2-hydroxycycloalkyl-substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole derivatives were prepared by different methods from cis- and trans-2-hydroxy-1-cycloalkanecarbohydrazides and their isocyanate or isothiocyanate adducts.In