Introduction：Basic information about (2R)-Bornane-10,2-sultam CAS 94594-90-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
(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 |
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(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 Rotation | [α]19/D 32°, c = 5 in chloroform |
| Water Solubility | Slightly soluble in water. |
| BRN | 83811 |
| 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-/m1/s1 |
| InChIKey | DPJYJNYYDJOJNO-NQMVMOMDSA-N |
| SMILES | [H][C@@]12CC[C@]3(CS(=O)(=O)N[C@@H]3C1)C2(C)C |
| CAS DataBase Reference | 94594-90-8(CAS DataBase Reference) |
| NIST Chemistry Reference | (-)-10,2-Camphorsultam(94594-90-8) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-37/39-36 |
| WGK Germany | 3 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
(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
| Preparation Products | (2R)-BORNANE-10,2-SULTAM GLYCINATE-->(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM |
