1-Boc-3-cyanopiperidine

Name: 1-Boc-3-cyanopiperidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 91419-53-3
Cat. No. CS-D0645
Purity≥97%
MDL No.MFCD01861222

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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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Structure of 91419-53-3

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General Information

CAS No. 91419-53-3
Cat. No. CS-D0645
Purity ≥97%
MDL No. MFCD01861222
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈N₂O₂
Molecular Weight 210.27
Synonym(s) tert-butyl 3-cyanopiperidine-1-carboxylate
SMILES N#CC1CN(CCC1)C(OC(C)(C)C)=O

Description

1-Boc-3-cyanopiperidine features a sterically hindered piperidine core bearing a Boc-protected amine and a strategically positioned cyano group. This combination enables direct incorporation into diverse synthetic scaffolds, where the cyano moiety serves as a handle for downstream functionalization. The Boc protection ensures stability during manipulations and facilitates selective deprotection under mild acidic conditions.

Application

1-Boc-3-cyanopiperidine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted piperidine scaffolds. The Boc group provides stable protection of the nitrogen, facilitating purification and orthogonal manipulation. The pendant nitrile group offers direct utility in downstream transformations such as hydrolysis, reduction, or cyclization, supporting the construction of diverse heterocyclic frameworks relevant to drug discovery. Its bench-stable nature and compatibility with standard coupling and functionalization protocols make it well-suited for multi-step synthesis.

Synthesis

Route1
- In-stock
  
  91419-49-7
- ~99%
- In-stock
  
  91419-53-3
References
- NIKEM RESEARCH SRL; ADDEX PHARMA SA Patent: US2009/215822 A1, 2009 ; Location in patent: Page/Page column 11 ;
Route2
- 71381-75-4
- ~%
- In-stock
  
  91419-53-3
References
- Journal of Medicinal Chemistry, , vol. 50, # 9 p. 2225 - 2239

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

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Computational Chemistry Data

TPSA 53.33
LogP 2.15708
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1-Boc-3-cyanopiperidine

CAS No. 91419-53-3

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