Tetrahydro-2H-thiopyran-4-amine

Name: Tetrahydro-2H-thiopyran-4-amine
Brand: ChemScene
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CAS No. 21926-00-1
Cat. No. CS-W000397
Purity≥98%
MDL No.MFCD07371524

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Tetrahydro-2H-thiopyran-4-amine|CS-W000397

Structure of 21926-00-1

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General Information

CAS No. 21926-00-1
Cat. No. CS-W000397
Purity ≥98%
MDL No. MFCD07371524
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₁₁NS
Molecular Weight 117.21
Synonym(s) Tetrahydrothiopyran-4-ylamine
SMILES NC1CCSCC1

Description

Tetrahydro-2H-thiopyran-4-amine features a saturated thiopyran ring with a primary amine at the 4-position, offering a polar, nucleophilic handle for synthetic transformations. This bench-stable heterocycle integrates readily into complex molecular architectures, particularly in medicinal chemistry and catalyst design, where its electron-rich sulfur and amine functionalities enable selective reactivity and solubility enhancement.

Application

Tetrahydro-2H-thiopyran-4-amine serves as a versatile heterocyclic building block in medicinal chemistry, offering a stable, bench-ready scaffold with a primary amine functionality at the 4-position. The molecule exhibits favorable reactivity in standard amide coupling and alkylation reactions, enabling efficient derivatization for target-oriented synthesis. Its saturated thiopyran core provides enhanced metabolic stability compared to aromatic analogs, while maintaining good solubility and compatibility with common reaction conditions.

Synthesis

Route1
- In-stock
  
  6309-59-7
- ~99%
- In-stock
  
  21926-00-1
References
- RANBAXY LABORATORIES LIMITED Patent: WO2008/111010 A1, 2008 ; Location in patent: Page/Page column 75 ; WO 2008/111010 A1
Route2
- In-stock
  
  1072-72-6
- ~%
- In-stock
  
  21926-00-1
References
- Journal of Organic Chemistry, , vol. 46, p. 4376 - 4383

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 26.02
LogP 0.8407
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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Tetrahydro-2H-thiopyran-4-amine

CAS No. 21926-00-1

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