384313

(+)-Dimethyl-2,3-O-isopropyliden-D-tartrat

98%

• Synonym(e): (4S,5S)-2,2-Dimethyl-1,3-dioxolan-4,5-dicarbonsäure-dimethylester
• Empirische Formel (Hill-System): C₉H₁₄O₆
• CAS-Nummer: 37031-30-4
• Molekulargewicht: 218.20
• Beilstein: 3548490
• MDL-Nummer: MFCD00040504
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24863661
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 98%
• Form: liquid
• Optische Aktivität: [α]20/D +54°, neat
• Brechungsindex: n20/D 1.439 (lit.)
• bp: 80-82 °C/0.1 mmHg (lit.)
• Dichte: 1.19 g/mL at 25 °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-/m0/s1
• InChIKey: ROZOUYVVWUTPNG-WDSKDSINSA-N

Beschreibung

Allgemeine Beschreibung

(+)-Dimethyl 2,3-O-isopropylidene-D-tartrate is a chiral reagent used in organic synthesis. It is prepared by the reaction-rectification process from D -tartrate, and 2,2-dimethoxypropane.{138]

Anwendung

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

(+)-Dimethyl 2,3-O-isopropylidene-D-tartrate can be used as a starting material for the synthesis of:

• Deuterated 1-deoxy-D-xylose.
• C-terminal peptide -oxo-aldehydes using Fmoc solid-phase peptide synthesis methodology (SPPS).
• Bis-Weinreb amide, a key intermediate for the preparation of myo-inositol analog via ring-closing metathesis.

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 275.0 °F - closed cup
• Flammpunkt (°C): 135 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves