Dimethyl (S)-(−)-malate
Dimethyl (S)-(−)-malate (CAS: 617-55-0), with the molecular formula CH3O2CCH2CH(OH)CO2CH3 and a molecular weight of 162.14 g/mol, is a valuable chiral building block. It is utilized in asymmetric synthesis and chemical synthesis. This ester is primarily employed as a synthon in the preparation of complex organic molecules, contributing to advancements in pharmaceutical research and organic chemistry.
- IUPAC
- Dimethyl (S)-2-hydroxysuccinate,Dimethyl L-malate
- Synonyms
- Dimethyl L-malate
Preparation of Cytochrome P450 Metabolites
Dimethyl (S)-(−)-malate has been employed in the synthesis of cytochrome P450 metabolites of arachidonic acid, serving as a key chiral synthon in biochemical research.
Synthesis of HIV-1 Protease Inhibitors
This compound has been utilized in the preparation of cyclic sulfolanes with demonstrated potential as HIV-1 protease inhibitors, highlighting its role in medicinal chemistry.
Chiral Building Block in Organic Synthesis
As a versatile chiral building block, Dimethyl (S)-(−)-malate facilitates the construction of stereochemically defined molecules essential for various fields of chemical synthesis.
| Molecular weight | 162.14 |
|---|---|
| Linear formula | CH3O2CCH2CH(OH)CO2CH3 |
| Assay | 98% |
| Boiling point | 104-108 °C/1 mmHg(lit.) |
| Density | 1.223 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.435(lit.) |
| Optical activity | [α]20/D −6.5°, neat |
| Storage temperature | 2-8°C |
| Application | This chiral synthon has been used to prepare cytochrome P450 metabolites of arachidonic acid,1 and cyclic sulfolanes with HIV-1 protease inhibition potential.2 |
Hazard statements
- H226Flammable liquid and vapour
- H317May cause an allergic skin reaction
- H318Causes serious eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Protective equipment | Eyeshields, Gloves |
|---|---|
| Flash point | >113 °C / >235.4 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 10-41-43 |
| Safety statements (S) | 24-26-37/39-43 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Dimethyl (S)-(−)-malate used for?
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Dimethyl (S)-(−)-malate is primarily used as a chiral synthon in asymmetric synthesis and chemical synthesis, notably in the preparation of cytochrome P450 metabolites of arachidonic acid and cyclic sulfolanes with potential HIV-1 protease inhibition.
What are the CAS number and molecular formula for Dimethyl (S)-(−)-malate?
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The CAS number for Dimethyl (S)-(−)-malate is 617-55-0, and its molecular formula is CH3O2CCH2CH(OH)CO2CH3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Dimethyl (S)-(−)-malate with an assay of 98%. TSS does not represent this product as USP, BP, EP, or other pharmacopoeia grades unless explicitly stated.
How should Dimethyl (S)-(−)-malate be handled?
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Dimethyl (S)-(−)-malate is flammable and can cause skin irritation and serious eye damage. Handle with appropriate personal protective equipment, including eyeshields and gloves, in a well-ventilated area. Store at 2-8°C.
Is Dimethyl (S)-(−)-malate a controlled substance?
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Based on the provided data, Dimethyl (S)-(−)-malate is not listed as a controlled substance.
How can I request a quote or sample for Dimethyl (S)-(−)-malate?
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To request a quote or sample for Dimethyl (S)-(−)-malate, please contact our sales team through the website or by phone.
How is Dimethyl (S)-(−)-malate shipped?
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Dimethyl (S)-(−)-malate is available for global export. Please contact us for specific shipping and handling information.
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