tert-Butyl 4-acetylpiperidine-1-carboxylate

Name: tert-Butyl 4-acetylpiperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 206989-61-9
Cat. No. CS-B0845
Purity≥97%
MDL No.MFCD08437655

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 4-acetylpiperidine-1-carboxylate|CS-B0845

Structure of 206989-61-9

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General Information

CAS No. 206989-61-9
Cat. No. CS-B0845
Purity ≥97%
MDL No. MFCD08437655
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₃
Molecular Weight 227.30
Synonym(s) tert-Butyl-4-acetylpiperidin-1-carboxylat
SMILES O=C(OC(C)(C)C)N(CC1)CCC1C(C)=O

Description

tert-Butyl 4-acetylpiperidine-1-carboxylate features a bench-stable acetyl group at the 4-position of a piperidine scaffold, enabling direct functionalization in synthetic routes. The tert-butyl carbamate moiety offers convenient protection and deprotection under mild acidic conditions, streamlining access to bioactive piperidine derivatives in medicinal chemistry applications.

Application

tert-Butyl 4-acetylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. The acetyl group provides a handle for selective transformations such as reductive cleavage or nucleophilic substitution, while the tert-butyl carbamate offers robust protection and facile deprotection under mild acidic conditions. Its bench stability and compatibility with diverse reaction conditions facilitate streamlined synthesis of bioactive molecules.

Synthesis

Route1
- 75-16-1
- In-stock
  
  139290-70-3
- ~99%
- In-stock
  
  206989-61-9
References
- Shen, Dong-Ming; Shu, Min; Mills, Sander G.; Chapman, Kevin T.; Malkowitz, Lorraine; Springer, Martin S.; Gould, Sandra L.; DeMartino, Julie A.; Siciliano, Salvatore J.; Kwei, Gloria Y.; Carella, Anthony; Carver, Gwen; Holmes, Karen; Schleif, William A.; Danzeisen, Renee; Hazuda, Daria; Kessler, Joseph; Lineberger, Janet; Miller, Michael D.; Emini, Emilio A. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 935 - 939
Route2
- In-stock
  
  139290-70-3
- ~%
- In-stock
  
  206989-61-9
References
- WO2004/41777 A2, ; Page 54-55 ; WO 2004/041777 A2
Route3
- 75-16-1
- In-stock
  
  91419-52-2
- ~%
- In-stock
  
  206989-61-9
References
- WO2004/99178 A1, ; Page 39 ; WO 2004/099178 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.61
LogP 2.2225
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 4-acetylpiperidine-1-carboxylate

CAS No. 206989-61-9

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