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(2R)-Bornane-10,2-sultam

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CAS:94594-90-8
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Products Intro: Product Name:(-)-Camphorsultam
CAS:94594-90-8
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  • 2024-04-24
  • CAS:94594-90-8
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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 Structure
(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
form Liquid
pka11.05±0.40(Predicted)
color Clear colorless
optical activity[α]19/D 32°, c = 5 in chloroform
Water Solubility Slightly soluble in water.
BRN 83811
CAS DataBase Reference94594-90-8(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
MSDS Information
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(1S)-(-)-2,10-Camphorsultam English
SigmaAldrich English
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(2R)-Bornane-10,2-sultam Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
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.
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(2R)-Bornane-10,2-sultam is a reagent used to make Camphorsultam conjugates.
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 MethodsThe (-)-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
Tag:(2R)-Bornane-10,2-sultam(94594-90-8) Related Product Information
N-Acetylsulfanilyl chloride p-Toluenesulfonamide (1R)-(-)-10-Camphorsulfonic acid Dimethyl ether ETHANE Dimethyl phthalate Dimethyl sulfide Dimethyl fumarate Sulfanilamide N,N-Dimethylformamide (-)-CAMPHOR Benzenesulfonamide Dimethyl sulfoxide L(-)-10-Camphorsulfonyl chloride (1R,2R)-(-)-1,2-Diaminocyclohexane Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate 3-METHOXY-DL-TYROSINE L(-)-Carvone