359068

(−)-2,3-O-Isopropyliden-L-weinsäure-dimethylester

97%

• Synonym(e): (4R,5R)-2,2-Dimethyl-1,3-dioxolan-4,5-dicarbonsäure-dimethylester
• Empirische Formel (Hill-System): C₉H₁₄O₆
• CAS-Nummer: 37031-29-1
• Molekulargewicht: 218.20
• Beilstein: 15406
• MDL-Nummer: MFCD00066218
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24862049
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: liquid
• Optische Aktivität: [α]20/D −54°, neat
• Brechungsindex: n20/D 1.439 (lit.)
• bp: 150 °C/19 mmHg (lit.)
• Dichte: 1.190 g/mL at 20 °C (lit.)
• Funktionelle Gruppe: ester; ether; ketal
• SMILES String: COC(=O)[C@@H]1OC(C)(C)O[C@H]1C(=O)OC
• InChI: 1S/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3/t5-,6-/m1/s1
• InChIKey: ROZOUYVVWUTPNG-PHDIDXHHSA-N

Beschreibung

Anwendung

Valuable building block for TADDOL chiral auxiliaries, dipyridine ligands, and threitols.

(-)-Dimethyl 2,3-O-isopropylidene-L-tartrate may be used as a starting material in the total synthesis of (+)-migrastatin and also in the synthesis of a structural analog of S-ribosylhomocysteinase (LuxS), which acts as a potent competitive inhibitor against LuxS.

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 230.0 °F - closed cup
• Flammpunkt (°C): 110 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves