278742

(1S,2R,5S)-(+)-Menthyl (R)-p-toluenesulfinate

98%

• Synonym(s): (R)-(+)-Menthyl p-toluenesulfinate
• Empirical Formula (Hill Notation): C₁₇H₂₆O₂S
• CAS Number: 91796-57-5
• Molecular Weight: 294.45
• UNSPSC Code: 12352000
• PubChem Substance ID: 24856827
• NACRES: NA.22

Properties

• assay: 98%
• form: solid
• optical activity: [α]20/D +200°, c = 2 in acetone
• mp: 104-106 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C[C@H]1CC[C@H](C(C)C)[C@H](C1)OS(=O)c2ccc(C)cc2
• InChI: 1S/C17H26O2S/c1-12(2)16-10-7-14(4)11-17(16)19-20(18)15-8-5-13(3)6-9-15/h5-6,8-9,12,14,16-17H,7,10-11H2,1-4H3/t14-,16+,17-,20+/m0/s1
• InChI key: NQICGNSARVCSGJ-DZIWXPPMSA-N

Description

Application

(1S,2R,5S)-(+)-Menthyl (R)-p-toluenesulfinate can be used:

• As a chiral electrophile in the synthesis of fluorescent triazolopyridine ligands.
• To prepare various sulfinimines, which are further used in the synthesis of α-aminophosphonic acids by reacting with borane complexes.
• In one of the key synthetic steps for the synthesis of (S)-(+)-ethyl β-amino-3-pyridinepropanoate, a component of an antiplatelet agent.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)