Dimethyl (S)-(−)-malate
ALDRICH/374318 - 98%
Synonym: Dimethyl (S)-2-hydroxysuccinate; Dimethyl L-malate
CAS Number: 617-55-0
Empirical Formula (Hill Notation): C6H10O5
Molecular Weight: 162.14
EC Number: 432-310-0
MDL Number: MFCD00066215
Linear Formula: CH3O2CCH2CH(OH)CO2CH3
Product Type: Chemical
| assay | 98% |
| density | 1.223 g/mL at 25 °C (lit.) |
| functional group | ester |
| hydroxyl | |
| InChI | 1S/C6H10O5/c1-10-5(8)3-4( |
| InChI key | YSEKNCXYRGKTBJ-BYPYZUCNSA |
| optical activity | [α]20/D −6.5°, neat |
| Quality Level | 200  |
| refractive index | n |
| SMILES string | COC(=O)C[C@H](O)C(=O)OC |
| storage temp. | 2-8°C |
| Application: | Dimethyl (S)-(-)-malate may be used as a starting material to synthesize (-)-tulipalin B. The selective reduction of its ester group to alcohol can be accomplished using borane-dimethyl sulfide complex (BMS) in the presence of sodium tetrahydroborate. |
| Application: | This chiral synthon has been used to prepare cytochrome P450 metabolites of arachidonic acid, and cyclic sulfolanes with HIV-1 protease inhibition potential. |
| Packaging: | 5, 25 g in glass bottle |
| Symbol |    GHS02,GHS05,GHS07 |
| Signal word | Danger |
| Hazard statements | H226 - H317 - H318 |
| Precautionary statements | P210 - P280 - P305 + P351 + P338 + P310 - P333 + P313 - P403 + P235 |
| Hazard Codes | Xi |
| Risk Statements | 10-41-43 |
| Safety Statements | 24-26-37/39 |
| RIDADR | UN 1993C 3 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 131.0 °F |
| Flash Point(C) | 55 °C |
| Purity | 98% |
| Density | 1.223 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352108 |