Description

(2R)-Bornane-10,2-sultam (CAS: 94594-90-8) is a high-purity chiral auxiliary and synthetic intermediate widely used in organic chemistry and pharmaceutical research. With the molecular formula C₁₀H₁₇NO₂S, this compound features a rigid bicyclic structure derived from camphor, making it valuable for asymmetric synthesis, enantioselective reactions, and catalyst design. Its sultam moiety enhances reactivity in nucleophilic substitutions, cycloadditions, and stereocontrol applications. This product is rigorously tested for quality (≥98% purity by HPLC) and is supplied as a white crystalline solid under inert conditions to ensure stability. Ideal for researchers requiring reliable chiral building blocks, (2R)-Bornane-10,2-sultam is compatible with Grignard reactions, alkylations, and transition-metal catalysis.

Properties

• CAS Number: 94594-90-8
• Complexity: 381
• IUPAC Name: 10,10-dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
• 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
• InChI Key: DPJYJNYYDJOJNO-UHFFFAOYSA-N
• Exact Mass: 215.09799996
• Molecular Formula: C10H17NO2S
• Molecular Weight: 215.31
• SMILES: CC1(C2CCC13CS(=O)(=O)NC3C2)C
• Topological: 54.6
• Monoisotopic Mass: 215.09799996
• Synonyms: (2R)-Bornane-10,2-sultam, 94594-90-8, dpjyjnyydjojno-uhfffaoysa-n, 108448-77-7, (2S)-Bornane-10,2-sultam, (1R)-(+)-2,10-Camphorsultam, 153153-41-4, 10,10-Dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.0,1,5]decane-3,3-dione, 10,10-dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide, (1S)-(-)-2,10-Camphorsultam, MFCD00066271, 10,10-dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane3,3-dioxide, bornane-10,2-sultam, D-2,10-Camphorsultam, MLS000547527, SCHEMBL685973, SCHEMBL4250589, CHEMBL1536595, HMS2279P14, 8,8-Dimethylhexahydro-3H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, STL325060, AKOS015964038, AB88148, AC-5704, SMR000113261, SY004517, SY004518, DB-011639, ST50989913, EN300-295953, AD-266/40647167, 8,8-dimethylhexahydro-3a,6-methano-2,1-benzothiazole 2,2-dioxide, 10,10-dimethyl-3-thia-4-azatricyclo[5.2.1.0]decane-3,3-dione, (1R)-(+)-2,10-Camphorsultam; [3aR-(3aalpha,6alpha,7abeta)]-Hexahydro-8,8-dimethyl-2,2-dioxide-3H-3a,6-methano-2,1-benzisothiazole, (1S)-(-)-2,10-Camphorsultam; [3aS-(3aalpha,6alpha,7abeta)]-Hexahydro-8,8-dimethyl-2,2-dioxide-3H-3a,6-methano-2,1-benzisothiazole;(-)-10,2-Camphorsultam

(2R)-Bornane-10,2-sultam is primarily employed as a chiral auxiliary in asymmetric synthesis to induce enantioselectivity in C-C bond-forming reactions. It serves as a key intermediate in the preparation of bioactive molecules, including APIs and agrochemicals. Researchers utilize its rigid framework for stereocontrol in Diels-Alder reactions and nucleophilic additions. The compound is also explored in ligand design for metal-catalyzed transformations.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.8%)

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