71420-37-6

Usage

InChI:InChI=1/C12H22O3/c1-8(2)10-5-4-9(3)6-11(10)15-7-12(13)14/h8-11H,4-7H2,1-3H3,(H,13,14)

Upstream product

• 89-78-1 menthol 
• 79-11-8 chloroacetic acid 

Downstream Products

• 122348-08-7 (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 1132822-40-2 ethyl d-isomenthoxy acetate 
• 114953-16-1 testosterone menthyloxyacetate 
• 942587-71-5 N-ethyl d-isomenthoxyacetamide 
• 1217752-73-2 menthyloxy-acetic acid menthyl ester 

Relevant academic research and scientific papers

Making optically active alpha-hydroxy acids or precursors

Disclosed is a process for making an α-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid which comprises (1) hydrocarboxylating an enol acylate, which has a chiral C atom that is essentially all L or all D, with CO and water or an organic hydroxyl compound, thereby producing a reaction mixture containing diastereomeric α-acyloxy acids or esters having two chiral centers and having essentially no enantiomeric pairs, (2) separating the diastereomers by conventional physical means and (3) hydrolyzing at least one of said separated diastereomers to make at least the α-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid. Also disclosed is a process for making an α-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid which comprises (1) hydrocarboxylating an enol acylate, the enol portion of which has a chiral C atom that is essentially all L or all D, with CO and water or an organic hydroxyl compound, thereby producing a reaction mixture containing diastereomeric α-acyloxy acids or esters having two chiral centers and having essentially no enantiomeric pairs, (2) hydrolyzing the product of (1) to make a diastereomeric mixture containing α-hydroxy acids, and (3) separating by conventional physical means from the product of (2) at least one α-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid.

d-Isomenthoxyacetic acid

The compound d-isomenthoxyacetic acid and various ester and amide derivatives are useful resolving agents and perfume ingredients.