tert-Butyl 3-benzyl-4-oxopiperidine-1-carboxylate

Name: tert-Butyl 3-benzyl-4-oxopiperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 193274-82-7
Cat. No. CS-0060923
Molecule weight289.37
Purity≥98%
MDL No.None

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl 3-benzyl-4-oxopiperidine-1-carboxylate|CS-0060923

Structure of 193274-82-7

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General Information

CAS No. 193274-82-7
Cat. No. CS-0060923
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₃NO₃
Molecular Weight 289.37
Synonym(s) TERT-BUTYL 3-BENZYL-4-OXOPIPERIDINE-1-CARBOXYLATE1-BOC-3-BENZYL-PIPERIDIN-4-ONE
SMILES CC(C)(C)OC(=O)N1CCC(=O)C(CC2=CC=CC=C2)C1

Description

tert-Butyl 3-benzyl-4-oxopiperidine-1-carboxylate features a sterically shielded tert-butyl ester and a benzyl-substituted piperidinone core, enabling straightforward functionalization at the C4 carbonyl. This scaffold integrates readily into complex heterocycles, offering high stability under standard bench conditions and compatibility with diverse synthetic transformations in medicinal chemistry workflows.

Application

tert-Butyl 3-benzyl-4-oxopiperidine-1-carboxylate serves as a versatile scaffold for the synthesis of piperidine-based heterocycles, enabling efficient access to medicinally relevant cores. The ketone functionality at C4 facilitates nucleophilic addition and reductive amination, while the benzyl group provides orthogonal protection and stability under standard reaction conditions. The tert-butyl carbamate (Boc) group offers convenient deprotection and functionalization, supporting diverse downstream transformations in medicinal chemistry and process development workflows.

Synthesis

Route1
- 219324-21-7
- ~87%
- In-stock
  
  193274-82-7
References
- Takeda Pharmaceutical Company Limited Patent: EP1553084 A1, 2005 ; Location in patent: Page/Page column 54 ;
Route2
- 188788-31-0
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  193274-82-7
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 20 p. 5704 - 5708

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.61
LogP 3.0552
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 3-benzyl-4-oxopiperidine-1-carboxylate

CAS No. 193274-82-7

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