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39933

(S)-4-Isopropylthiazolidine-2-thione

≥98.0%

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About This Item

Empirical Formula (Hill Notation):
C6H11NS2
CAS Number:
76186-04-4
Molecular Weight:
161.29
NACRES:
NA.22
PubChem Substance ID:
57649913
UNSPSC Code:
12352005
MDL number:
MFCD03844797
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assay

≥98.0%

form

solid

optical activity

[α]20/D -37±3°, c = 1 in chloroform

optical purity

ee: ≥99:1 (LC)

mp

69-71 °C

SMILES string

CC(C)[C@H]1CSC(=S)N1

InChI

1S/C6H11NS2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m1/s1

InChI key

CWIZUGZKLJDJLE-RXMQYKEDSA-N

Application

(S)-4-Isopropylthiazolidine-2-thione may be used as a chiral auxiliary for the stereochemical induction at the phosphorus atom during the diastereoselective synthesis of aryloxy phosphoramidate prodrugs of 3′-deoxy-2′,3′-didehydrothymidine monophosphate (d4TMP).
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

11 - 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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