25926-70-9

Upstream product

• 20229-41-8 l-menthyl phenylglyoxylate 
• 2216-51-5 (-)-menthol 
• 611-71-2 (R)-Mandelic Acid 
• 1074-12-0 phenylglyoxal hydrate 
• 25926-71-0 R-(-)-Mandelsaeure-(+)-menthylester 
• 51019-43-3 D-(-)-O-acetylmandelic acid 
• 26171-76-6 l-Menthyl D-(-)-O-Acetylmandelate 
• 15356-70-4 menthol 
• 89-78-1 menthol 
• 17199-29-0 (S)-Mandelic acid 
• 51019-43-3 (R)-(-)-O-acetylmandelic acid 
• 26171-76-6 (R)-Acetoxy-phenyl-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant academic research and scientific papers

A method for utilizing chiral derivatization reagent DL - menthol to carry out pre-column derived from chiral high performance liquid chromatography method

The invention discloses a method for performing pre-column derivation high performance liquid chromatography chiral resolution on DL-menthol by using a chiral derivation reagent, which comprises the following steps: performing pre-column derivation reaction on chiral aromatic acid and DL-menthol to obtain a DL-menthol ester derivative having ultraviolet absorption property; through a high performance liquid chromatograph provided with an ultraviolet-visible detector, by using a common non-chiral silica gel chromatographic column and adopting a water phase and an organic phase as mobile phases for reversed-phase elution, preparing the obtained DL-menthol ester derivative into a 0.5-1.0 mg/mL sample solution, wherein the flow rate is controlled at 0.4-1.2 mL/min, the sample size is 2-10 muL, and the detection wavelength is 210-285 nm; then performing chromatographic column separation under the condition that a column oven of the chromatographic column is at 20-35 DEG C to perform separation and detection on the obtained DL-menthol ester diastereoisomer; and finally, hydrolyzing respectively to obtain D-menthol and L-menthol.

Asymmetric intramolecular Cannizzaro reaction of anhydrous phenylglyoxal

The use of anhydrous phenylglyoxal provides a solution to the problem of low reactivity in the asymmetric intramolecular Cannizzaro reaction with alcohols. Double asymmetric induction was achieved in the reaction of anhydrous phenylglyoxal with d-(+)-menthol promoted by a (S,S)-t-BuBox·copper(II) hexafluoroantimonate complex.

A new approach for the determination of the absolute configuration of secondary alcohols by 1H NMR with O-substituted mandelate derivatives

It is shown that the cheap and easily prepared mandelic acid esters (or their OAc analogues) are best suited than the expensive, although usually employed. OMe mandelic acid esters to assess both the enantiomeric excesses and absolute configurations of se

Diatereoselectivity in the O-H Insertion Reactions of Rhodium Carbenoids Derived from Phenyldiazoacetates of Chiral Alcohols. Preparation of α-Hydroxy and α-Alkoxy Esters

A series of phenyldiazoacetates 3 derived from enantiomerically pure alcohols ((-)-borneol, (+)-menthol, (-)-menthol, (-)-8-phenylmenthol, (-)-trans-2-phenylcyclohexanol, (+)-trans-2-phenyl-cyclohexanol, and (-)-10-(dicyclohexylsulfamoyl)-D-isoborneol) were prepared from the corresponding α-keto esters 1 by way of the tosylhydrazones 2.Rhodium(II)-catalyzed decomposition of the diazoacetates 3 in the presence of water or alcohols resulted in carbenoid O-H insertion reactions to give the corresponding 2-hydroxy- or 2-alkoxyphenylacetates in good yield, but with varying degrees of diastereoselectivity.A range of rhodium(II) and other metal catalysts were investigated, with rhodium(II) acetate and rhodium(II) acetamide giving the best results.The stereochemistry of the major diastereomer was proved in most cases by independent synthesis from a mandelic acid derivative of known configuration.Possible mechanisms are discussed.

Highly diastereoselective reduction of (-) menthylphenylglyoxalate and (-) menthylpyruvate using new hindered lithiumtrialkoxyaluminohydrides

Reduction of the keto group of (-) menthylphenylglyoxalate and (-) menthyl pyruvate can be achieved with high diastereoisomeric excess (80-90percent) using newly synthesized hindered lithium trialkoxyaluminium hydrides in THF at -78 deg C.Hindered borohydrides such as lithium trisiamylborohydride reduce those ketoesters with a lower diastereoselectivity.