(1S)-Camphorsultam

CAS: 94594-90-8

Ref. TR-C175125

Product Information

• Name: (1S)-Camphorsultam
• Synonyms: (1S)-(-)-10,2-Camphorsultam, (2R)-Bornane-10,2-sultam, Hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole, [3aS-(3aalpha,6alpha,7abeta)]-Hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide, (1S)-(-)-2,10,Camphor sultam, 8,8-Dimethyloctahydro-4,7-Methano-2,1-Benzothiazole 2,2-Dioxide, (7aR)-8,8-dimethylhexahydro-3a,6-methano-2,1-benzothiazole 2,2-dioxide, (3aS,6R,7aR)-8,8-dimethylhexahydro-3a,6-methano-2,1-benzothiazole 2,2-dioxide, (6R)-8,8-dimethylhexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide, (3aS,6S,7aS)-8,8-dimethylhexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide, (-)-Camphorsultam, (1S)-(-)-2,10-Camphorsultam, (1S)-(-)-2,11-Camphorsultam

Description

Applications (1S)-Camphorsultam is used as a chiral auxiliary to control the stereochemistry in order to obtain the desired stereoselective product. It’s also a reagent used to make Camphorsultam conjugates, and used as a catalyst with the help of a lewis acid in organic reactions such as the Diels-​Alder reaction, and the Grignard reaction.
References Springthorpe, B., et al.: Bioorg. Med. Chem. Lett., 17, 6013 (2007); Inoue, M., et al.: Nat. Chem., 2, 280 (2010); Chapuis, C., et al.: Pol. J. Chem., 68, 2323-31 (1994); Merhcan, F.L., et al.: Tetrahedron: Asymmetry, 7, 667-70 (1996);

• Brand: TRC

Chemical properties

• Molecular weight: 215.13
• Formula: C₁₀H₁₇NO₂S
• Color/Form: Neat
• InChI: InChI=1S/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8+,10+/m0/s1
• InChI key: InChIKey=DPJYJNYYDJOJNO-QXFUBDJGSA-N
• SMILES: CC1(C)[C@H]2CC[C@]13CS(=O)(=O)N[C@@H]3C2