105401-52-3

Usage

Uses

Used in Fragrance Industry:
Methyl 2-hydroxy-2-(4-isopropylphenyl)acetate is used as a fragrance ingredient for its distinctive fruity and floral scent with a hint of sweetness. It is incorporated into perfumes, lotions, and soaps to enhance their aroma and appeal to consumers.
Used in Topical Medications:
In addition to its use in fragrances, methyl 2-hydroxy-2-(4-isopropylphenyl)acetate is also known for its potential antimicrobial properties. It is utilized in some topical medications to help combat microbial infections and promote healing.

Upstream product

• 245121-94-2 1,1-Dimethoxy-2-hydroxy-2-(4-isopropylphenyl)ethyldiphenylphosphine oxide 
• 67-56-1 methanol 
• 4607-63-0 4-isopropylmandelic acid 

Relevant academic research and scientific papers

Chemoenzymatic Preparation of Enantiomerically Enriched (R)-(–)-Mandelic Acid Derivatives: Application in the Synthesis of the Active Agent Pemoline

The enantioselective resolution of several racemic derivatives of mandelic acid methyl ester catalyzed by lipases from Pseudomonas fluorescens (Amano AK) or Burkholderia cepacia (Amano PS-C II and Amano PS-IM) has been achieved. A gram-scale lipase-mediated kinetic resolution approach has been developed that allows the facile synthesis of the corresponding methyl (R)-(–)-mandelates with excellent enantiomeric excesses (up to >99 % ee) and reaction enantioselectivity (E values up to >200). The dopaminergic agent pemoline, used in the treatment of attention-deficit hyperactivity disorder (ADHD) and narcolepsy, was synthesized with 98 % ee in a straightforward route by condensing the prepared methyl (R)-(–)-mandelate with guanidine hydrochloride under basic conditions. The desired (R)-(+)-pemoline in optically pure form (>99 % ee) was obtained after two recrystallizations from ethanol. However, it was confirmed by chiral HPLC that optically active pemoline undergoes racemization in methanol solution.

Lithiated dimethoxymethyl diphenyl phosphine oxide, a versatile formiate carbanion equivalent

Aldehydes are homologated to the corresponding α-hydroxy methyl esters using lithiated dimethoxymethyl diphenyl phosphine oxide. The primary addition product of this Horner-Wittig process collapses to the corresponding α-hydroxy ester under proton-catalyzed conditions.