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

Name: (2R,3S)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

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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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

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.

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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Computational Chemistry Data

TPSA 15.6
LogP 4.9818
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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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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