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About This Item
Empirical Formula (Hill Notation):
C9H9NS2
CAS Number:
Molecular Weight:
195.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C9H9NS2/c11-9-10-8(6-12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,10,11)/t8-/m0/s1
SMILES string
S=C1N[C@@H](CS1)c2ccccc2
InChI key
IEXSISKCCADMLK-QMMMGPOBSA-N
assay
≥98.0% (GC)
optical activity
[α]20/D -207±5°, c = 1% in chloroform
optical purity
enantiomeric ratio: ≥99:1 (LC)
Quality Level
Application
A highly selective and efficient chiral auxiliary which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M T Crimmins et al.
Organic letters, 2(6), 775-777 (2001-02-07)
[formula: see text] Asymmetric aldol additions using chlorotitanium enolates of thiazolidinethione propionates proceed with high diastereoselectivity for the "Evans" or "non-Evans" syn product depending on the nature and amount of the base used. With (-)-sparteine as the base, selectivities of
Velazquez. F.; Olivo, H. F.
Current Organic Chemistry, 6, 303-303 (2002)
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