72597-34-3

Usage

Uses

Used in Pharmaceutical Industry:
(1R)-10-CAMPHORSULFONAMIDE is used as a synthetic intermediate for the development of pharmaceutical compounds. Its chiral nature allows for the creation of enantiomerically pure drugs, which can have different biological activities and reduce potential side effects.
Used in Chemical Synthesis:
(1R)-10-CAMPHORSULFONAMIDE is used as a chiral auxiliary in asymmetric synthesis, enabling the selective formation of one enantiomer over another. This is crucial in producing enantiomerically pure compounds with desired biological properties and minimizing unwanted side effects.
Used in Asymmetric Hydroxylation:
(1R)-10-CAMPHORSULFONAMIDE is used as a chiral catalyst or ligand in asymmetric hydroxylation reactions. This application allows for the selective introduction of hydroxyl groups into molecules, which is essential in the synthesis of biologically active compounds and pharmaceuticals.

InChI:InChI=1/C10H17NO3S/c1-9(2)7-3-4-10(9,8(12)5-7)6-15(11,13)14/h7H,3-6H2,1-2H3,(H2,11,13,14)/t7-,10-/m0/s1

Upstream product

• 21286-54-4 (+)-(1S)-Campher-10-sulfonsaeure-chlorid 
• 6994-93-0 ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride 

Downstream Products

• 60886-80-8 (+/-)-8,8-dimethyl-4,5,6,7-tetrahydro-3ar,6c-methano-benz[c]isothiazole-2,2-dioxide 
• 88141-34-8 C₁₇H₂₃NO₃SSe 
• 88141-35-9 C₂₆H₄₁NO₃SSe 
• 107869-45-4 (+)-(camphorylsulfonyl)imine 
• 320385-10-2 (E)-3-benzyloxypropenoyl-(2'S)-bornane-10,2-sultam 
• 848416-40-0 N-[[(3S,4R)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam 
• 849706-05-4 N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam 
• 1335147-11-9 4-{4-[(4'-chlorobiphenyl-2-yl)methyl]piperazin-1-yl}-N-({[(1R,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methyl}sulfonyl)benzamide 
• 108448-77-7 (+)-camphorsultam 
• 94594-81-7 (E)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)but-2-en-1-one 
• 104372-31-8 (-)-(2S,8aR)-(camphorylsulfonyl)oxaziridine 
• 94594-90-8 (2R)-bornane-10,2-sultam 
• 94668-55-0 (1S)-N-crotyl-2,10-camphorsultam 
• 94594-91-9 acrylcamphorsultam 

Relevant academic research and scientific papers

Application of the sulfonamide functional groups as an anchor for solid phase organic synthesis (SPOS)

Sulfonyl chlorides have been found to readily couple to an amino functionalized resin. The resulting sulfonamide anchoring group is stable to a variety of reactions commonly used in SPOS. Acid induced cleavage is facile, affording functionalized sulfonamides in high yields.

Camphor-Derived N-Acryloyl and N-Crotonoyl Sultams: Practical Activated Dienophiles in Asymmetric Diels-Alder Reactions

Starting from (+)-camphor-10-sulfonyl chloride (5), the crystalline sultam 8 was easily prepared.Lewis-acid-promoted Diels-Alder additions of the crystalline N-acryloyl and N-crotonoyl derivatives 9 and 10, respectively, to cyclopentadiene and 1,3-butadiene at -130 to -78 grad furnished adducts 11, 12 and 17 with high chiral efficiency.Crystallization of the adducts and nondestructive removal of 8 gave either alcohols 13, 14 and 18 or acid 19 in 99percent enantiomeric purity.The sense of induction was reversed on using the enantiomer of 8 as the auxiliary.The structure of 10 was established by X-ray diffraction analysis