(2R)-Bornane-10,2-sultam - CAS 94594-90-8

Inquiry

Reagent used to make Camphorsultam conjugates.

Catalog Number

94594-90-8

CAS

94594-90-8

IUPAC Name

(1S,5R,7R)-10,10-dimethyl-3λ6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide

Synonyms

(1S)-(-)-2,10-Camphorsultam; (-)-10,2-Camphorsultam

Molecular Weight

215.31

Molecular Formula

C10H17NO2S

Product Information

Canonical SMILES

CC1(C2CCC13CS(=O)(=O)NC3C2)C

InChI

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

InChI Key

DPJYJNYYDJOJNO-NQMVMOMDSA-N

Purity

> 98.0 % (GC)

MDL

MFCD00066271

Physical State

Solid

Appearance

White to light yellow crystal powder

Storage

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Boiling Point

324.8 °C at 760 mmHg

Melting Point

181-185 °C

Density

1.193 g/cm³

Optical Activity

−32°( c = 5 in chloroform)

TSCA

WGK Germany

Safety Information

Signal Word

Warning

Precautionary Statement

P261 - P305+P351+P338

Hazard Statements

H315 - H319

Application

Reagent used to make Camphorsultam conjugates.

Reference Reading

1.Asymmetric induction in the [4+2]cycloaddition of cyclopentadiene and furan to chiral derivatives of fumaric acid.

Kucharska A1, Gorczyńska R, Chapuis C, Jurczak J. Chirality. 2001;13(10):631-3.

[4+2]Cycloaddition reactions of cyclopentadiene (1a) and furan (1b) to N,N'-fumaroyldi[(2R)-bornane-10,2-sultam] (2) and to N,N'-fumaroyldi[(2R)-bornane-10,2-(2'-phenyl-pyrazol-3'-one)] (3) are presented. A correlation between the solvent polarity and the logarithm of the diastereoisomer ratio (dr) was found for the uncatalyzed [4+2]cycloaddition of 1a to 3.

2.Asymmetric induction in the 1,3-dipolar cycloaddition of chiral nitrile oxide derived from (2R)-bornane-10,2-sultam.

Jóźwik J1, Kosior M, Kiegiel J, Jurczak J. Chirality. 2001;13(10):629-30.

The efficient preparation of the chiral nitrile oxide derived from N-glyoxyloyl-(2R)-bornane-10,2-sultam is presented. The nitrile oxide was trapped in situ with substituted olefins as dipolarophiles to furnish optically active 2-isoxazolines.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass