CAS 111969-64-3

(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 2,2-dihydroxyacetate

Description:

(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 2,2-dihydroxyacetate, with CAS number 111969-64-3, is a chemical compound characterized by its specific stereochemistry and functional groups. This substance features a cyclohexane ring substituted with a methyl group and an isopropyl group, contributing to its hydrophobic characteristics. The presence of the 2,2-dihydroxyacetate moiety introduces hydroxyl groups, which can enhance its solubility in polar solvents and may influence its reactivity and interactions with biological systems. The stereochemical configuration indicates that it has chiral centers, which can affect its pharmacological properties and biological activity. Such compounds are often studied for their potential applications in pharmaceuticals, agrochemicals, or as intermediates in organic synthesis. Understanding its physical properties, such as melting point, boiling point, and solubility, as well as its reactivity with other chemical species, is crucial for its application in various fields.

Formula: C₁₂H₂₂O₄

InChI: InChI=1S/C12H22O4/c1-7(2)9-5-4-8(3)6-10(9)16-12(15)11(13)14/h7-11,13-14H,4-6H2,1-3H3/t8-,9+,10-/m1/s1

InChI key: InChIKey=BWZMJRSMHQDFIT-KXUCPTDWSA-N

SMILES: O(C(C(O)O)=O)[C@H]1[C@H](C(C)C)CC[C@@H](C)C1

Synonyms:

• (1R,2S,5R)-5-Methyl-2-(1-Methylethyl)Cyclohexyl Dihydroxy-Acetate
• (1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 2,2-dihydroxyacetate
• (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl dihydroxyacetate
• 2,2-Dihydroxyacetic Acid (-)-Menthyl Ester
• Acetic acid, 2,2-dihydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• Acetic acid, dihydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• Acetic acid, dihydroxy-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1R-(1α,2β,5α)]-
• Glyoxylic acid (1S)-menthyl ester hydrate
• L-Menthyl glyoxylate hydrate
• L-Mgh

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 2,2-Dihydroxyacetate

CAS: 111969-64-3

Formula: C₁₂H₂₂O₄

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 230.30

Ref: 3B-I0790

(1R)-(-)-Menthyl glyoxylate monohydrate, 98%

CAS: 111969-64-3

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₂H₂₂O₄

Purity: 98%

Color and Shape: White to cream, powder

Molecular weight: 230.30

Ref: 02-L19208

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 2,2-dihydroxyacetate

CAS: 111969-64-3

Formula: C₁₂H₂₂O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 230.3007

Ref: IN-DA003BHF

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 2,2-dihydroxyacetate

CAS: 111969-64-3

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 2,2-dihydroxyacetate

Purity: 98%

Color and Shape: White Powder

Molecular weight: 230.30068g/mol

Ref: 54-OR302743

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 2,2-dihydroxyacetate

CAS: 111969-64-3

Formula: C₁₂H₂₂O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 230.304

Ref: 10-F462582

L-Menthyl 2,2-Dihydroxyacetate

Controlled Product

CAS: 111969-64-3

Applications L-Menthyl 2,2-Dihydroxyacetate is used as a reagent in the synthesis of Lamivudine (L172500); a potent nucleoside reverse transcriptase inhibitor used for the treatment of chronic hepatitis B. L-Menthyl 2,2-Dihydroxyacetate is also used as a reagent in the synthesis of 4-acetoxy-3-hydroxyethylazetidin-2-one, a key intermediate for the preparation of penem and carbapenem antibiotics.
References Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944); Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1997); Perry, C.M., et al.: Drugs, 53, 657 (1977); Goodyear, M.D., et al.: Tetrahedron Lett., 46, 8535 (2005); Kametani, T., et al.: Heterocycles, 25, 241 (1987)

Formula: C₁₂H₂₂O₄

Color and Shape: Neat

Molecular weight: 230.3

Ref: TR-M219145

L-Menthyl 2,2-dihydroxyacetate

CAS: 111969-64-3

L-Menthyl 2,2-dihydroxyacetate is a synthetic compound that belongs to the group of salicylic acid derivatives. It is an intermediate in the synthesis of other compounds and can be recycled. L-Menthyl 2,2-dihydroxyacetate reacts with primary amines to form iminoacetic esters and glyoxylates by acidic hydrolysis. The reaction time depends on the type of amine and the acidity of the solution. This compound has been used as a reagent to synthesize maleic anhydride from maleic acid. L-Menthyl 2,2-dihydroxyacetate is also used in methodologies for oxidizing aromatic compounds to produce benzoic acids or phenols.

Formula: C₁₂H₂₂O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 230.3 g/mol

Ref: 3D-FM43993

Lamivudine Impurity 20

CAS: 111969-64-3

Formula: C₁₂H₂₂O₄

Molecular weight: 230.3

Ref: ST-EA-CP-L3035