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

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

CAS-Nr94594-90-8

Englisch Name:(2R)-Bornane-10,2-sultam

CBNumberCB9468760

SummenformelC10H17NO2S

Molgewicht215.31

MOL-Datei94594-90-8.mol

(2R)-Bornane-10,2-sultam physikalisch-chemischer Eigenschaften

Schmelzpunkt	183-185 °C
alpha	-33 º (c=4.9, CHCl3)
Siedepunkt	324.8±25.0 °C(Predicted)
Dichte	1.1469 (rough estimate)
Brechungsindex	-31 ° (C=1, CHCl3)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Chloroform, Ethanol, Methanol
Aggregatzustand	Liquid
pka	11.05±0.40(Predicted)
Farbe	Clear colorless
Optische Aktivität	[α]19/D 32°, c = 5 in chloroform
Wasserlöslichkeit	Slightly soluble in water.
BRN	83811
CAS Datenbank	94594-90-8(CAS DataBase Reference)
NIST chemische Informationen	(-)-10,2-Camphorsultam(94594-90-8)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37/39-36
WGK Germany	3
HS Code	29349990

Gefahreninformationscode (GHS)

(2R)-Bornane-10,2-sultam Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to light yellow crystal powde
Verwenden
(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.
Verwenden
(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.
Verwenden
(2R)-Bornane-10,2-sultam is a reagent used to make Camphorsultam conjugates.
Allgemeine Beschreibung
(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.
läuterung methode
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.]

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