(2R,3S)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine

CAS No. 1699751-03-5
Cat. No. CS-0145082
Purity≥96%
MDL No.MFCD29037150

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(2R,3S)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine|CS-0145082

Structure of 1699751-03-5

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Description

This chiral heterocycle features a rigid, electron-deficient scaffold with defined stereochemistry at C2 and C3. The isopropyl and phenyl substituents provide steric bulk and enhanced lipophilicity, while the fused benzo[4,5]thiazolo[3,2-a]pyrimidine core enables π-stacking and directional interactions in molecular recognition processes.

Application

(2R,3S)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine serves as a stereodefined heterocyclic building block for medicinal chemistry campaigns. Its fused tricyclic core exhibits robust bench stability and functions as a privileged scaffold in kinase inhibitor development. The molecule enables efficient derivatization at the C3 isopropyl and C2 phenyl positions, with good functional group tolerance under standard coupling conditions.

General Information

CAS No. 1699751-03-5
Cat. No. CS-0145082
Purity ≥96%
MDL No. MFCD29037150
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₀N₂S
Molecular Weight 308.45
Synonym(s) (2R,3S)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole
SMILES CC(C)[C@H]1CN2C(SC3=C2C=CC=C3)=N[C@H]1C4=CC=CC=C4

Computational Chemistry Data

TPSA 15.6
LogP 4.9818
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P270-P280

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(2R,3S)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine

CAS No. 1699751-03-5

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