32174-46-2

Basic information

• Product Name: Methyl O-Methyl-D-(-)-mandelate
• Synonyms: Methyl O-Methyl-D-(-)-mandelate;Benzeneacetic acid, α-Methoxy-, Methyl ester, (R)-;Benzeneacetic acid, a-Methoxy-, Methyl ester, (aR)-;(R)-Methyl alpha-methoxymandelate;Methyl (R)-O-methylmandelate
• CAS NO: 32174-46-2
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• Mol File: 32174-46-2.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 258℃
• Flash Point: 88℃
• Appearance: /
• Density: 1.086
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.498
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl O-Methyl-D-(-)-mandelate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl O-Methyl-D-(-)-mandelate(32174-46-2)
• EPA Substance Registry System: Methyl O-Methyl-D-(-)-mandelate(32174-46-2)

Safety Data

• Hazardous Substances Data: 32174-46-2(Hazardous Substances Data)

Usage

General Description

Methyl O-Methyl-D-(-)-mandelate is a chemical compound that is used in the production of pharmaceuticals and agricultural chemicals. It is a derivative of mandelic acid, which is commonly used in the synthesis of pharmaceuticals. Methyl O-Methyl-D-(-)-mandelate is a chiral compound, meaning it has a specific spatial arrangement of its atoms, and it is mainly used as a chiral building block in the synthesis of various pharmaceuticals. It is also used as a key intermediate in the production of agricultural chemicals, such as herbicides and insecticides. Methyl O-Methyl-D-(-)-mandelate has potential applications in the pharmaceutical and agricultural industries due to its chiral nature and its ability to serve as a building block for various chemical syntheses.

InChI:InChI=1/C10H12O3/c1-12-9(10(11)13-2)8-6-4-3-5-7-8/h3-7,9H,1-2H3/t9-/m1/s1

Upstream product

• 26164-26-1 (S)-2-methoxy-2-phenylacetic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 20698-91-3 (R)-methyl mandelate 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 22979-35-7 Methyl phenyldiazoacetate 
• 3966-32-3 (R)-methoxyphenylacetic acid 
• 611-71-2 (R)-Mandelic Acid 
• 21210-43-5 (S)-Methyl mandelate 
• 17199-29-0 (S)-Mandelic acid 
• 1268613-72-4 C₁₁H₁₁N₃O₂ 
• 1268613-63-3 C₁₂H₁₁BrN₂O₂ 
• 1268613-64-4 C₁₇H₁₅N₃O₂ 
• 538-86-3 benzyl methyl ether 

Downstream Products

• 642479-31-0 (1R,2S)-1-(6-Bromo-pyridin-2-yl)-2-methoxy-2-phenyl-ethanol 
• 66051-01-2 (S)-2-methoxy-2-phenylethanol 
• 22810-55-5 (+)-(S)-2-Phenyl-2-methoxyethyl bromide 
• 105929-28-0 (R)-2-methoxy-2-phenylacetamide 
• 101639-84-3 (R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 
• 101639-85-4 (S)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 
• 101639-86-5 (1R,4R)-4-Hydroxy-1-methoxy-1,5-diphenyl-pentan-2-one 
• 17628-72-7 R-(-)-2-methoxy-2-phenyl ethanol 
• 101639-88-7 (4R,6S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 
• 101639-86-5 (R)-4-Hydroxy-1-methoxy-1,5-diphenyl-pentan-2-one 
• 101639-84-3 5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 
• 101693-99-6 (4S,6R)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 
• 96301-75-6 O-methylmandelaldehyde oxime 
• 101639-88-7 (S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 

Relevant articles and documents

The efficient synthesis of alkoxy-esters from hydroxy carboxylic acids using dimsyllithium in dimethylsulfoxide followed by alkylation with an alkyl halide

Hydroxy acids are converted directly into the related alkyl ether-alkyl esters in high yields in a single operation by double deprotonation using dimsyllithium in dimethylsulfoxide followed by treatment with an alkyl halide.

Silylium-Catalyzed Carbon–Carbon Coupling of Alkynylsilanes with (2-Bromo-1-methoxyethyl)arenes: Alternative Approaches

The catalytic activation of alkynylsilanes towards 2-halo-1-alkoxyalkyl arenes gives β-halo-substituted alkynes. It involves the chemoselective substitution of an alkoxide by an alkyne in the presence of a neighboring C(sp3)–Br bond in a cationic C–C bond-forming event. Two complementary protocols to accomplish this new transformation are reported. The outcome of a direct approach based on mixing the precursors with a freshly prepared solution of the active catalytic species (TMSNTf2) is compared with an alternative based on smooth release of the required silylium ions upon selective activation of the alkyne by gold(I) (JohnPhosAuNTf2). The two approaches gave satisfactory results to access this otherwise elusive alkynylation process, which furnishes 4-bromo-substituted alkynes and tolerates various functional groups.

Sensing remote chirality: Stereochemical determination of β-, γ-, and δ-chiral carboxylic acids

Determining the absolute stereochemisty of small molecules bearing remote nonfunctionalizable stereocenters is a challenging task. Presented is a solution in which appropriately substituted bis(porphyrin) tweezers are used. Complexation of a suitably derivatized β-, γ-, or δ-chiral carboxylic acid to the tweezer induces a predictable helicity of the bis(porphyrin), which is detected as a bisignate Cotton Effect (ECCD). The sign of the ECCD curve is correlated with the absolute stereochemistry of the substrate based on the derived working mnemonics in a predictable manner.