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| | (2R)-Bornane-10,2-sultam Basic information |
| Product Name: | (2R)-Bornane-10,2-sultam | | Synonyms: | (-)-EXO-10,2-BORNANESULTAM;(-)-D-2,10-CAMPHORSULTAM;(-)-D-2,10-CAMPHOSULTAM;D(-)-10,2-CAMPHORSULTAME;(2R)-BORNANE-10,2-SULTAM;(1S)-(-)-2,10-CAMPHORSULTAM;(1S)-2,10-CAMPHORSULTAM;(1S,2R)-(-)-2,10-CAMPHORSULTAM | | CAS: | 94594-90-8 | | MF: | C10H17NO2S | | MW: | 215.31 | | EINECS: | | | Product Categories: | Chiral Reagents;Sulfur & Selenium Compounds;chiral;Asymmetric Synthesis;Bicyclic Monoterpenes;Biochemistry;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Terpenes;Peptide | | Mol File: | 94594-90-8.mol |  |
| | (2R)-Bornane-10,2-sultam Chemical Properties |
| Melting point | 183-185 °C | | alpha | -33 º (c=4.9, CHCl3) | | Boiling point | 324.8±25.0 °C(Predicted) | | density | 1.1469 (rough estimate) | | refractive index | -31 ° (C=1, CHCl3) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform, Ethanol, Methanol | | pka | 11.05±0.40(Predicted) | | form | Liquid | | color | Clear colorless | | optical activity | [α]19/D 32°, c = 5 in chloroform | | Water Solubility | Slightly soluble in water. | | BRN | 83811 | | CAS DataBase Reference | 94594-90-8(CAS DataBase Reference) | | NIST Chemistry Reference | (-)-10,2-Camphorsultam(94594-90-8) |
| | (2R)-Bornane-10,2-sultam Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | (2R)-Bornane-10,2-sultam is a reagent used to make Camphorsultam conjugates.
| | Uses | (1S,2R)-(-)-10,2-Camphorsultam is used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It is used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones. It is also employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. Also used to prepare N-acryloyl derivatives which are employed as dienophiles in asymmetric Diels-Alder reactions. and for other asymmetric transformations. | | Uses | (1S)-(?)-2,10-Camphorsultam may be used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It may be used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones. | | General Description | (1S,2R,4R)-(?)-2,10-Camphorsultam may be employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. | | 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.] |
| | (2R)-Bornane-10,2-sultam Preparation Products And Raw materials |
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