108448-77-7

Basic information

• Product Name: (2S)-Bornane-10,2-sultam
• Synonyms: (7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide;(2S)-Borne-10,2-sultam;L-2,10-Camphorsultam,99%e.e.;(2S)-BORNANE-10,2-SULTAM;(1R)-(+)-2,10-CAMPHORSULTAM;(1R)-2,10-CAMPHORSULTAM;(1R,2S)-(+)-2,10-CAMPHORSULTAM;(1R,5S)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DECANE 3,3-DIOXIDE
• CAS NO: 108448-77-7
• Molecular Formula: C₁₀H₁₇NO₂S
• Molecular Weight: 215.31
• Product Categories: chiral;Asymmetric Synthesis;Bicyclic Monoterpenes;Biochemistry;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Terpenes;Peptide
• Mol File: 108448-77-7.mol

Chemical Properties

• Melting Point: 185-187 °C(lit.)
• Boiling Point: 324.8 °C at 760 mmHg
• Flash Point: 150.3 °C
• Appearance: white to light yellow crystal powder
• Density: 1.1469 (rough estimate)
• Vapor Pressure: 0.000239mmHg at 25°C
• Refractive Index: 31 ° (C=1, CHCl3)
• Storage Temp.: 2-8°C
• Solubility: almost transparency in Chloroform
• PKA: 11.05±0.40(Predicted)
• BRN: 4675755
• CAS DataBase Reference: (2S)-Bornane-10,2-sultam(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-Bornane-10,2-sultam(108448-77-7)
• EPA Substance Registry System: (2S)-Bornane-10,2-sultam(108448-77-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 108448-77-7(Hazardous Substances Data)

Usage

Description

(2S)-Bornane-10,2-sultam is a white to light yellow crystalline powder with unique chemical properties that make it a valuable compound in various applications.

Uses

Used in Pharmaceutical Industry:
(2S)-Bornane-10,2-sultam is used as a reactant for the synthesis of pyrrolidine acid analogs, which are potent dual PPARα/γ agonists. These agonists play a crucial role in the development of medications targeting metabolic disorders and other related health conditions.
Used in Chemical Synthesis:
(2S)-Bornane-10,2-sultam is utilized as an intermediate in the synthesis of various organic compounds, contributing to the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
Due to its unique chemical properties, (2S)-Bornane-10,2-sultam is employed in research and development for the exploration of new chemical reactions, mechanisms, and the creation of novel molecular structures with potential applications in various industries.

Purification Methods

The (-)-enantiomer is recrystallised from 95% EtOH and dried in a vacuum desiccator. It dissolves in dilute aqueous NaOH and can be precipitated without hydrolysis by acidifying. It forms the N-Na salt in EtOH (by addition of Na to the EtOH solution), and the salt can be methylated with MeI to give the (-)-N-Me lactam with m 80o after recrystallisation from hot H2O and has []D -59.6o (c 5, CHCl3) [Shriner et al. J Am Chem Soc 60 2794 1938]. [Oppolzer et al. Helv Chim Acta 69 1142 1986, Weismiller et al. Org Synth 69 154 1955, Beilstein 27 III/IV 1007.]

InChI:InChI=1/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+/m1/s1