Methyl (R)-(-)-Mandelate - CAS 20698-91-3
Catalog: |
BB016160 |
Product Name: |
Methyl (R)-(-)-Mandelate |
CAS: |
20698-91-3 |
Synonyms: |
(2R)-2-hydroxy-2-phenylacetic acid methyl ester; methyl (2R)-2-hydroxy-2-phenylacetate |
IUPAC Name: | methyl (2R)-2-hydroxy-2-phenylacetate |
Description: | Methyl (R)-(-)-Mandelate (CAS# 20698-91-3) is used in the synthesis of (-)-Maoecrystal V, an ent-kauranoid analogue with selective and potent cytotoxic activity. |
Molecular Weight: | 166.17 |
Molecular Formula: | C9H10O3 |
Canonical SMILES: | COC(=O)C(C1=CC=CC=C1)O |
InChI: | InChI=1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3/t8-/m1/s1 |
InChI Key: | ITATYELQCJRCCK-MRVPVSSYSA-N |
Boiling Point: | 258.1 °C / 760 mmHg |
Melting Point: | 56-58 °C |
Flash Point: | >110 °C(230 °F) |
Purity: | ≥ 99 % |
Density: | 1.182 g/cm3 |
Appearance: | Powder or crystals |
Storage: | Room temperature. |
MDL: | MFCD00064247 |
LogP: | 0.89300 |
Precautionary Statement: | P261 - P305 - P351 - P338 |
Publication Number | Title | Priority Date |
CN-113493424-A | R/S-mandelic acid thioether derivatives containing 1,3, 4-oxadiazole structure and application thereof | 20210707 |
CN-110903177-A | Method for preparing levo muscone | 20191216 |
US-2021093624-A1 | Chemical Synthesis of Clopidogrel Active Metabolites and Disulfide Conjugate Prodrugs | 20190926 |
US-2020308089-A1 | Synthesis of fluoro hemiacetals via transition metal-catalyzed fluoro ester and carboxamide hydrogenation | 20190401 |
CN-109652470-B | Application of lipase in resolution of (R, S) -methyl mandelate | 20181229 |
PMID | Publication Date | Title | Journal |
20033429 | 20100901 | Integration of newly isolated biocatalyst and resin-based in situ product removal technique for the asymmetric synthesis of (R)-methyl mandelate | Bioprocess and biosystems engineering |
15307728 | 20040820 | Enantioselective synthesis of primary 1-(aryl)alkylamines by nucleophilic 1,2-addition of organolithium reagents to hydroxyoxime ethers and application to asymmetric synthesis of G-protein-coupled receptor ligands | The Journal of organic chemistry |
12398004 | 20021007 | Atropoisomeric quinolinium salt promoting the access to both enantiomeric forms of methyl mandelate: a versatile NADH mimic | Chemical communications (Cambridge, England) |
11549439 | 20010917 | Modulation of penicillin acylase properties via immobilization techniques: one-pot chemoenzymatic synthesis of Cephamandole from Cephalosporin C | Bioorganic & medicinal chemistry letters |
Complexity: | 150 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 1 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 166.062994177 |
Formal Charge: | 0 |
Heavy Atom Count: | 12 |
Hydrogen Bond Acceptor Count: | 3 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 166.062994177 |
Rotatable Bond Count: | 3 |
Topological Polar Surface Area: | 46.5 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 1.2 |
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