(-)-methyl glyoxylate, CAS No. 111969-64-3

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111969-64-3

Catalog No. EBD32275

CAS 111969-64-3

Name (-)-methyl glyoxylate

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Basic Information

Synonyms: (1S)-(+)-Menthylglyoxylatehydrate Glyoxylicacid(1S)-menthylesterhydrate (1r,2s,5r)-5-methyl-2-(1-methylethyl)cyclohexyldihydroxy-acetate 2,2-dihydroxyaceticacid(-)-menthylester l-mgh L-Menthylglyoxylatehydrate (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyldihydroxyacetate (-)-menthylglyoxylatehydrate (-)-methylglyoxylate

Molecular Formula: C12H22O4

Molecular Weight: 230.3

MDL Number: MFCD00673320

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones

Product Description:

L-Menthyl glyoxylate is a chiral building block derived from the natural terpene (-)-menthol. It features a glyoxylate moiety esterified with the L-menthyl group, which serves as a chiral auxiliary. This compound is a stable, crystalline solid that exists as a monohydrate under ambient conditions. Its primary and most significant application is in the field of asymmetric synthesis, particularly as a key chiral intermediate in the production of enantiomerically pure pharmaceuticals. The L-menthyl group provides a bulky, chiral environment that enables high stereoselectivity in various reactions, such as aldol condensations and nucleophilic additions to the glyoxylate carbonyl. This makes it invaluable for constructing complex molecules with defined stereocenters, especially in the synthesis of active pharmaceutical ingredients (APIs) and other bioactive compounds. Beyond its role as a pharmaceutical intermediate, L-menthyl glyoxylate is also a valuable reagent in academic and industrial research for exploring new asymmetric methodologies. Its stability and well-defined stereochemistry make it a preferred choice for studying diastereoselective transformations.

Physical Properties

Melting Point: 76-78°C

Boiling Point: 320°C

Flash Point: 113°C

Density: 1.09