(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole

Name: (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole
Brand: ChemScene
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CAS No. 950194-37-3
Cat. No. CS-W012615
Purity≥97%
MDL No.MFCD15072149

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(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole|CS-W012615

Structure of 950194-37-3

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General Information

CAS No. 950194-37-3
Cat. No. CS-W012615
Purity ≥97%
MDL No. MFCD15072149
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₂N₂S
Molecular Weight 252.33
Synonym(s) (2S)-2,3-Dihydro-2-phenylimidazo[2,1-b]benzothiazole
SMILES C12=N[C@@H](C3=CC=CC=C3)CN1C4=CC=CC=C4S2

Description

This chiral heterocycle features a rigid, electron-deficient scaffold that integrates seamlessly into asymmetric synthesis. The (S)-configuration at the benzylic center imparts distinct stereochemical control in catalytic transformations, while the fused imidazothiazole core enhances metabolic stability and binding affinity for target proteins.

Application

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole serves as a rigid, chiral heterocyclic scaffold with defined stereochemistry at the 2-position. It functions as a versatile building block in medicinal chemistry, enabling access to bioactive molecules through functionalization at the phenyl and thiazole moieties. The compound exhibits bench stability and compatibility with standard coupling reactions, facilitating downstream derivatization in target-oriented synthesis.

Synthesis

Route1
- 1235891-51-6
- ~96%
- In-stock
  
  950194-37-3
References
- Matsumoto, Takuya; Urano, Yasuteru; Takahashi, Yoshinori; Mori, Yusuke; Terai, Takuya; Nagano, Tetsuo Journal of Organic Chemistry, 2011 , vol. 76, # 10 p. 3616 - 3625
Route2
- In-stock
  
  615-20-3
- In-stock
  
  20989-17-7
- ~%
- In-stock
  
  950194-37-3
References
- Journal of Organic Chemistry, , vol. 76, # 10 p. 3616 - 3625

Safety Information

Download SDS

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 15.6
LogP 3.7096
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Catalysis Organocatalysts Asymmetric Organocatalysts

Key Words

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(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole

CAS No. 950194-37-3

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