444286

(R)-(+)-α-Hydroxy-γ-butyrolacton

95%, optical purity ee: 98% (GLC)

• Synonym(e): (R)-4,5-Dihydro-3-hydroxy-2(3H)-furanon
• Empirische Formel (Hill-System): C₄H₆O₃
• CAS-Nummer: 56881-90-4
• Molekulargewicht: 102.09
• Beilstein: 80588
• MDL-Nummer: MFCD00211246
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24868111
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Form: liquid
• Optische Aktivität: [α]23/D +66°, c = 1.15 in chloroform
• Optische Reinheit: ee: 98% (GLC)
• Brechungsindex: n20/D 1.467 (lit.)
• bp: 133 °C/10 mmHg (lit.)
• Dichte: 1.309 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ester; hydroxyl
• SMILES String: O[C@@H]1CCOC1=O
• InChI: 1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2/t3-/m1/s1
• InChIKey: FWIBCWKHNZBDLS-GSVOUGTGSA-N

Beschreibung

Anwendung

(R)-(+)-α-Hydroxy-γ-butyrolactone can be used as a starting material to synthesize:

• δ-Azaproline by reacting with benzyloxycarbonyl aminophthalimide via Mitsunobu reactions.
• Homochiral (R)-2,4-dihydroxybutyramide seco-pseudonucleoside reagents.
• Botryolide B via esterification and ring-closing metathesis reaction.
• Pregnane derivatives containing γ-butyrolactones as potential glucocorticoid agonists.

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves