116195-09-6

Basic information

• Product Name: bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide
• Synonyms: bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide
• CAS NO: 116195-09-6
• Molecular Weight: 370.621
• Mol File: 116195-09-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide(CAS DataBase Reference)
• NIST Chemistry Reference: bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide(116195-09-6)
• EPA Substance Registry System: bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide(116195-09-6)

Safety Data

• Hazardous Substances Data: 116195-09-6(Hazardous Substances Data)

Upstream product

• 129887-41-8 (+)-(1R,R_S)-2-exo-<((1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl)methylsulphinyl>-3-endo-hydroxymethylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid lactone 
• 129887-42-9 (1S,2S,6R,7R)-2-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one 
• 4552-50-5 (1S)-(+)-10-Camphorsulfonyl chloride 
• 209863-32-1 (1R,2R,6R,R_S)-4-((1S)-isoborneol-10-sulfinyl)-2-methoxy-8-phenyl-8-azabicyclo[4.3.0]non-3-ene-7,9-dione 
• 256512-75-1 (3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione 
• 290356-69-3 (3R,4S,R_S)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene 

Relevant articles and documents

Unexpected conversion of vinyl sulfoxides into carbonyl compounds by means of iodotrimethylsilane

The unexpected and previously unknown TMSI-promoted conversion of α,β- unsaturated sulfoxides into carbonyl compounds and disulfides is described. It occurs in good yields under mild conditions. The examples provided support the generality and efficiency of this procedure which acts as a good method for removing the sulfinyl group with the advantage of transforming the vinyl sulfoxides into carbonyl compounds. (C) 2000 Elsevier Science Ltd.

Synthesis and Asymmetric Diels-Alder Reaction of Dimethyl ('d-Isoborneol-10-sulphinyl')maleate: Novel Route to Key Intermediates for Synthesis of Some Carbocyclic Nucleosides and Terpenoids

The chiral sulphoxide 1 was synthesized from 10-mercaptoisoborneol via diastereoselective oxidation.The dienophile 1 reacted with cyclopentadiene in the presence of a Lewis acid to give the adducts 7 and 8 with high diastereoselectivity (ca. 100percent).D

An Enantiodivergent Synthesis of Fused Bicycloheptane Lactones via an Asymmetric Diels-Alder Reaction

An enantiodivergent synthesis of the bicycloheptane lactone (2) is described, by regioselective reduction of the Diels-Alder adducts (3) and (4) with di-isobutylaluminium hydride followed by reductive elimination of the chiral auxiliary, 10-mercaptoisoborneol (9) through reaction with samarium(II) iodide.