19860-56-1

Basic information

• Product Name: methyl 2-methylglycerate
• Synonyms: methyl 2-methylglycerate;methyl 2,3-dihydroxy-2-methylpropanoate
• CAS NO: 19860-56-1
• Molecular Formula: C5H10 O4
• Molecular Weight: 134.13
• Mol File: 19860-56-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 167.23°C (rough estimate)
• Flash Point: 99.6°C
• Appearance: /
• Density: 1.1850
• Vapor Pressure: 0.00779mmHg at 25°C
• Refractive Index: 1.4438 (estimate)
• CAS DataBase Reference: methyl 2-methylglycerate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-methylglycerate(19860-56-1)
• EPA Substance Registry System: methyl 2-methylglycerate(19860-56-1)

Safety Data

• Hazardous Substances Data: 19860-56-1(Hazardous Substances Data)

Usage

General Description

Methyl 2-methylglycerate, also known as 3,4-dihydroxy-5-methyl-2-(methylcarbonyloxy)pentanoic acid methyl ester, is a chemical compound that belongs to the class of organic compounds known as alpha hydroxy acid and derivatives. It is a methyl ester of 2-methylglycerate, which is a derivative of glyceric acid. methyl 2-methylglycerate has a molecular formula of C6H12O5 and a molecular weight of 164.155 g/mol. Methyl 2-methylglycerate is commonly used in the production of various industrial and pharmaceutical products. It is also used as a fragrance and flavoring agent in the cosmetic and food industries. Moreover, it has potential applications in the field of medicine and biotechnology due to its unique properties and chemical structure. However, its specific uses and potential health effects may vary depending on the context and concentration in which it is utilized.

InChI:InChI=1/C5H10O4/c1-5(8,3-6)4(7)9-2/h6,8H,3H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 21620-60-0 2-methylglyceric acid 
• 80-62-6 methacrylic acid methyl ester 
• 186581-53-3 diazomethane 

Relevant articles and documents

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Dihydroxylation of Olefins with Potassium Permanganate Catalyzed by Imidazolium Salt

The development of an efficient and cost-effective cis -dihydroxylation reaction of acrylate derivatives was achieved. The reaction proceeded in acetone with an imidazolium salt as catalyst to furnish the dihydroxylation of olefins at 0-5 °C using KMnO 4 as the oxidant. This efficient and non-aqueous protocol was highly suitable for the large-scale preparation of cis -dihydroxylated compounds from the corresponding acrylate derivatives in high yields without overoxidation.

Asymmetric dihydroxylation of esters and amides of methacrylic, tiglic, and angelic acid: No exception to the sharpless mnemonic!

Literature findings on the facial selectivity of the Sharpless asymmetric dihydroxylation (SAD) of isobutyl angelate are contradictory and partly in conflict with the Sharpless mnemonic. We systematically screened the SAD of esters and amides of angelic, tiglic, and methacrylic acid. Enantiocontrol arose in 14 of the 15 reactions, culminating at 99 % ee for the Weinreb amide of tiglic acid. The absolute configurations of all the nonracemic products were established by (stereo)chemical correlations. Without exception, they conform to the Sharpless mnemonic.

Enantioselective synthesis of (S)- and (R)-α-methylserines: Application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals

This report describes the synthesis of enantiomerically pure (S)- and (R)-α-methylserines on a multigram scale, starting from the Weinreb amide of 2-methyl-2-propenoic acid and using a stereodivergent synthetic route that involves a Sharpless asymmetric dihydroxylation reaction. As a synthetic application of these quaternary α-amino acids, they were used as starting materials in the synthesis of the well-known valuable homochiral (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinal building blocks.