147501-85-7

Basic information

• Product Name: (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90%
• Synonyms: (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90%;Methyl (S)-2,3-Dihydroxy-2-methylpropionate;(2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester
• CAS NO: 147501-85-7
• Molecular Formula: C₅H₁₀O₄
• Molecular Weight: 134.13
• Product Categories: All Aliphatics;Aliphatics;Chiral Reagents;Aliphatics, Chiral Reagents
• Mol File: 147501-85-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 237.9°C at 760 mmHg
• Flash Point: 99.6°C
• Appearance: /
• Density: 1.223g/cm³
• Vapor Pressure: 0.00779mmHg at 25°C
• Refractive Index: 1.46
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90%(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90%(147501-85-7)
• EPA Substance Registry System: (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90%(147501-85-7)

Safety Data

• Hazardous Substances Data: 147501-85-7(Hazardous Substances Data)

Usage

Description

(2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90%, with the CAS number 147501-85-7, is a colorless liquid compound that is primarily used in organic synthesis. It is a chiral molecule with a specific stereochemistry, which makes it valuable for the creation of various pharmaceuticals and other specialty chemicals.

Uses

Used in Pharmaceutical Industry:
(2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90% is used as an intermediate in the synthesis of pharmaceuticals for its unique chiral properties. The compound's stereochemistry allows for the creation of specific drug molecules that can interact with biological targets in a targeted manner, leading to more effective treatments.
Used in Chemical Synthesis:
In the field of chemical synthesis, (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90% serves as a key building block for the development of various specialty chemicals. Its unique structure and reactivity enable the production of complex molecules with specific functions, which can be applied in different industries such as agriculture, materials science, and environmental science.
Used in Research and Development:
(2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90% is also utilized in research and development settings to study the effects of stereochemistry on molecular interactions and to develop new methods for the synthesis of chiral molecules. Understanding the properties and applications of (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90% can lead to the discovery of new compounds with potential applications in various fields.

InChI:InChI=1/C5H10O4/c1-5(8,3-6)4(7)9-2/h6,8H,3H2,1-2H3/t5-/m0/s1

Upstream product

• 67-56-1 methanol 
• 316373-88-3 (S)-2,3-dihydroxy-2-methyl-propionic acid 
• 80-62-6 methacrylic acid methyl ester 
• 132960-14-6 Weinreb amide of 2-methyl-2-propeonic acid 
• 186581-53-3 diazomethane 

Downstream Products

• 356048-02-7 (4S)-4-methyl-2-oxo-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid methyl ester 
• 356048-04-9 (R)-2-azido-3-hydroxy-2-methyl-propionic acid methyl ester 
• 549504-45-2 (S)-3-Azido-2-hydroxy-2-methyl-propionic acid methyl ester 

Relevant articles and documents

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.

Preparation of 2(R) and 2(S) Methyl-2-Methylglycerates

Optically pure samples of both enantiomers of methyl 2,3-dihydroxy-2-methylpropanoate were prepared by a chromatographic separation of their (-)-menthyl esters followed by hydrolysis and methylation.Their absolute stereochemistries were established by conversion into their 3-O-acetyl derivatives, compounds of established configuration.NMR and GC-MS methods of determining the optical purities of the diols are described.