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Merck
CN

39911

(S)-4-Phenylthiazolidine-2-thione

≥98.0% (GC)

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About This Item

Empirical Formula (Hill Notation):
C9H9NS2
CAS Number:
Molecular Weight:
195.30
UNSPSC Code:
12352000
PubChem Substance ID:
MDL number:
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assay

≥98.0% (GC)

optical activity

[α]20/D +207±5°, c = 1% in chloroform

optical purity

enantiomeric ratio: ≥99:1 (LC)

SMILES string

S=C1N[C@H](CS1)c2ccccc2

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.

Regulatory Information

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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)

Global Trade Item Number

SKUGTIN
743704-250G-EU04061833399842
743704-250G04061833021965

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