(S)-(+)-Oxiran-2-ylmethyl-3-nitrobenzenesulfonate (CAS 115314-14-2)
(S)-(+)-Oxiran-2-ylmethyl-3-nitrobenzenesulfonate (CAS 115314-14-2) is a chiral epoxide intermediate used in pharmaceutical synthesis, such as Lanadelumab and Loracarbef. Features high enantiomeric purity and solubility in chlorinated solvents.
(S)-(+)-氧杂环丁烷-2-基甲基-3-硝基苯磺酸酯（CAS 115314-14-2）是一种手性环氧化合物中间体，用于兰地洛尔（Lanadelumab）和洛卡来瑞（Loracarbef）等药物合成。具有高对映体纯度和氯代溶剂溶解性。
(S)-(+)-Oxiran-2-ylmethyl-3-nitrobenzenesulfonate (CAS 115314-14-2) is a chiral epoxide compound with a nitro-substituted benzene ring. Its key features include:
Chemical Properties
- Molecular Formula: C₉H₉NO₆S
- Molecular Weight: 259.24 g/mol
- Melting Point: 61–65°C
- Solubility: Insoluble in hexane, soluble in chloroform, dichloromethane, and tetrahydrofuran.
- Optical Activity: Specific rotation α²¹.⁵º (c=2, CHCl₃).
Applications
- Pharmaceutical Synthesis:
- Intermediate for drugs like Lanadelumab (angiotensin inhibitor) and Loracarbef (cephalosporin antibiotic).
- Enables asymmetric synthesis via epoxide ring-opening reactions.
- Organic Chemistry:
- Chiral building block for constructing stereogenic centers in complex molecules.
Safety & Handling
- Hazards: Irritant to skin/eyes; harmful to aquatic environments (GHS Classification: H315, H319, H335).
- Storage: Store at 2–8°C under inert atmosphere.
Suppliers
- International: TCI Chemical (Japan), Alfa Aesar (USA).
- China: Jinjiuqi Pharmaceutical, Shanghai ChaoKe Chemical.
Related Compounds
- S-Glycidyl 3-nitrobenzenesulfonate: Similar structure without stereochemistry.
- Epichlorohydrin: Non-nitrated epoxide precursor.
Technical Notes
- CAS 115314-14-2 is distinct from non-chiral epoxide derivatives (e.g., epichlorohydrin).
- Enantiomeric purity ≥98% ensures reliability in pharmaceutical applications.
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