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298352 Sigma-Aldrich

(1S)-(−)-2,10-Camphorsultam

98%

Synonym: (−)-10,2-Camphorsultam, (−)-exo-10,2-Bornanesultam, (1S,5R)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide, [3aS-(3aα,6α,7aβ)]-hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide

  • CAS Number 94594-90-8

  • Empirical Formula (Hill Notation) C10H17NO2S

  • Molecular Weight 215.31

  •  Beilstein/REAXYS Number 83811

  •  MDL number MFCD00066271

  •  PubChem Substance ID 24857980

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Auxiliaries, Sulfur-Based
Quality Level   200
assay   98%
optical activity   [α]19/D −32°, c = 5 in chloroform
mp   181-183 °C (lit.)
SMILES string   [H][C@@]12CC[C@]3(CS(=O)(=O)N[C@@H]3C1)C2(C)C
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

Description

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.

Application

(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.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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