(-)-Dimethyl 2,3-O-isopropylidene-L-tartrate

CAS: 37031-29-1

Ref. TR-D474240

Produktinformation

• Name: (-)-Dimethyl 2,3-O-isopropylidene-L-tartrate
• Synonyme: (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid 4,5-Dimethyl Ester, (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid Dimethyl Ester, (4R-trans)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid Dimethyl Ester, Dimethyl (4R,5R)-2,2,Dimethyl-1,3-dioxolane-4,5-dicarboxylate, Dimethyl L-tartarte Acetonide
• Marke: TRC

Beschreibung

Applications (-)-Dimethyl 2,3-O-isopropylidene-L-tartrate is used as a reagent to synthesize (+)-Migrastatin, a natural macrolide compound produced by Streptomyces 1 & 2 that acts as a tumour migration cell inhibitor. (-)-Dimethyl 2,3-O-isopropylidene-L-tartrate is also a derivative of Tartaric acid (L-isomer: T007630 & D-isomer: T007625), a compound that is used as a chiral complexing agent in synthetic chemistry.
References Chen, L., et al.: Nature, 464, 1062 (2010); Gaul, C., et al.: J. Am. Chem. Soc., 125, 6042 (2003); Heldin, E., et al.: Chromatographia, 32, 407 (1991)

Chemische Eigenschaften

• Molekulargewicht: 218.21
• Formel: C₉H₁₄O₆
• Farbe/Form: Neat
• InChl: 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
• InChI Key: InChIKey=ROZOUYVVWUTPNG-PHDIDXHHSA-N
• SMILES: COC(=O)[C@@H]1OC(C)(C)O[C@H]1C(=O)OC