CAS 20698-91-3

Methyl (R)-(-)-mandelate

Description:

Methyl (R)-(-)-mandelate is an organic compound that belongs to the class of mandelic acid esters. It is characterized by its chiral nature, with the (R)-enantiomer being the specific configuration of interest. This compound typically appears as a colorless to pale yellow liquid and has a pleasant, fruity odor. Methyl (R)-(-)-mandelate is soluble in organic solvents such as ethanol and ether, but has limited solubility in water due to its hydrophobic methyl ester group. It is often used in the synthesis of pharmaceuticals and as a chiral building block in organic chemistry, owing to its ability to participate in asymmetric synthesis. Additionally, it can serve as a chiral auxiliary in various reactions, enhancing the selectivity for desired products. The compound is also of interest in the field of flavor and fragrance chemistry due to its aromatic properties. Safety data indicates that, like many organic compounds, it should be handled with care, avoiding inhalation and skin contact.

Formula: C₉H₁₀O₃

InChI: InChI=1/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3/t8-/m1/s1

SMILES: COC(=O)[C@@H](c1ccccc1)O

Synonyms:

• (R)-(-)-Methyl mandelate
• methyl (2R)-hydroxy(phenyl)ethanoate
• D-(-)-Mandelic Acid Methyl Ester

Methyl D-(-)-Mandelate

CAS: 20698-91-3

Formula: C₉H₁₀O₃

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 166.18

Ref: 3B-M1349

Methyl (R)-(-)-mandelate

CAS: 20698-91-3

Formula: C₉H₁₀O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 166.1739

Ref: IN-DA003P7K

(R)-(-)-Methyl mandelate

CAS: 20698-91-3

(R)-(-)-Methyl mandelate

Formula: C₉H₁₀O₃

Purity: 98%

Color and Shape: off-white solid

Molecular weight: 166.17g/mol

Ref: 54-OR964083

Methyl (R)-(-)-Mandelate

Controlled Product

CAS: 20698-91-3

Applications Methyl (R)-(-)-Mandelate is used in the synthesis of (-)-Maoecrystal V, an ent-kauranoid analogue with selective and potent cytotoxic activity.
References Lu, P., et. al.: J. Am. Chem. Soc., 136, 17738 (2014)

Formula: C₉H₁₀O₃

Color and Shape: Neat

Molecular weight: 166.17

Ref: TR-M317455

Methyl-(R)-(-)-mandelate

CAS: 20698-91-3

The asymmetric synthesis of mandelate is a high-value process that can be achieved by the use of a kinetic resolution. The kinetic resolution is an important tool for the production of mandelate and other chiral drugs. The reaction rate depends on the substrate concentration and reaction time. L-Tartaric acid, a thermophilic α subunit, has been used as a catalyst in this process. The optimal reaction time is 20 hours at 100°C.

Formula: C₉H₁₀O₃

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 166.17 g/mol

Ref: 3D-FM50551

Methyl (R)-(-)-mandelate

CAS: 20698-91-3

Formula: C₉H₁₀O₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 166.176

Ref: 10-F078724