172276-48-1

Basic information

• Product Name: borneol p-toluenesulfonate
• Synonyms: borneol p-toluenesulfonate
• CAS NO: 172276-48-1
• Molecular Weight: 308.442
• Mol File: 172276-48-1.mol

Chemical Properties

• CAS DataBase Reference: borneol p-toluenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: borneol p-toluenesulfonate(172276-48-1)
• EPA Substance Registry System: borneol p-toluenesulfonate(172276-48-1)

Safety Data

• Hazardous Substances Data: 172276-48-1(Hazardous Substances Data)

Upstream product

• 464-43-7 d-borneol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 619-52-3 (1R)-menth-3-ene 
• 104-15-4 toluene-4-sulfonic acid 
• 91883-31-7 (2-chloroethyl)-((1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)sulfide 

Relevant articles and documents

Asymmetric Methylene Transfer Reactions II: Asymmetric Synthesis of Oxiranes from Carbonyl Compounds by Methylene Transfer Reaction using Chiral S-Neomenthyl and S-exo-2-Bornyl Sulfoximines

Three chiral sulfoximines, viz., (1R,Ss)-(-)-S-methyl-S-exo-2-bornyl-N-tosyl sulfoximine, 9a, its epimer at sulfur (1R,Rs)-(+)-9b, and (1R,3S,4S,1'S,Rs)-(+)-S-methyl-S-neomenthyl-N-(camphor-10-sulfonyl) sulfoximine, 19, were used as methylene transfer reagents in the preparation of nonracemic oxiranes (enantiomeric excess, 19-86percent) from prochiral carbonyl compounds.Sulfoximines 9a and 9b were found to be less effective (ee, 19-68percent) than the corresponding S-neomenthyl sulfoximines 2a and 2b (ee, 56-86percent), and, sulfoximine 19, despite having a chiral auxiliary on nitrogenin place of the tosyl group, was found to be only as effective as the corresponding N-tosyl sulfoximine 2b in influencing the steric course of these reactions.The absolute configuration at sulfur of all the synthesised sulfoxides and sulfoximines has been established by X-ray studies.

Synthesis and membrane protective activity of bis-sulfides derived from monoterpenoids and monosaccharides

Hydroxyl- and chloroethyl derivatives of neomenthane- and isobornanethiol in yields of to 80% were synthesized. They served as the basis for the preparation of new bis-sulfides with diacetone-protected galacto- and fructopyranose fragments in yields up to 98%. The bis-sulfides synthesized were screened for membrane protective and antioxidant properties in a model cell system (in vitro) based on their ability to inhibit the H2O2-induced hemolysis of erythrocytes and retard the oxyhemoglobin oxidation.