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(+)-Camphor-10-sulfonic acid is used as a resolving agent for chiral amines and other cations. It is involved in the preparation of active pharmaceutical ingredient such as trimetaphan camsilate, which is used to reduce bleeding during neurosurgery. Further, it is involved in the transglucosidation of methyl and ethyl D-glucopyranosides by alcoholysis.
Useful acid catalyst, giving high yields in the formation of THP ethers from alcohols; see, e.g.: J. Chem. Soc., Chem. Commun., 413 (1986); Org. Synth., 76, 178 (1998). Catalyst for cycloprotection of 1,2-diols with 1,2-Cyclohexanedione, A14401: Synlett, 793 (1996); Org. Synth., 75, 170 (1997). Preferred catalyst for the intramolecular cyclization of hydroxy epoxides to tetrahydrofurans or tetrahydropyrans: J. Am. Chem. Soc., 111, 5330 (1989).
Chandam, D. R.; Mulik, A. G.; Patil, P. P.; Jagdale, S. D.; Patil, D. R.; Deshmukh, M. B. (±)-Camphor-10-sulfonic acid catalyzed atom efficient and green synthesis of triazolo[1,2-a]indazole-triones and spiro triazolo[1,2-a]indazole-tetraones. Res. Chem. Intermed. 2015, 41 (2), 761-771.
Shelke, A. M.; Suryavanshi, G. An efficient organocatalytic route for asymmetric total synthesis of Stagonolide F. Tetrahedron Lett. 2015, 56 (45), 6207-6209.
Hazard Statements: H314
Causes severe skin burns and eye damage.
Precautionary Statements: P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant