tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate

Name: tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate
Brand: ChemScene
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CAS No. 288154-18-7
Cat. No. CS-0036594
Molecule weight243.30
Purity≥95%
MDL No.MFCD04114477

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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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tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate|CS-0036594

Structure of 288154-18-7

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General Information

CAS No. 288154-18-7
Cat. No. CS-0036594
Purity ≥95%
MDL No. MFCD04114477
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁N₃O₃
Molecular Weight 243.30
Synonym(s) 4-AMINO-1-BOC-PIPERIDINE-4-CARBOXAMIDE
SMILES CC(C)(OC(N1CCC(C(N)=O)(N)CC1)=O)C

Description

tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate features a piperidine core bearing both amino and carbamoyl functionalities, enabling direct incorporation into complex amine-containing scaffolds. The tert-butyl ester provides robust protection under standard conditions while allowing facile deprotection during late-stage functionalization. This bifunctional intermediate supports efficient synthesis of bioactive molecules in medicinal chemistry and peptide conjugation workflows.

Application

tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds through orthogonal deprotection and functionalization. The protected amine and carbamoyl group offer complementary reactivity, facilitating sequential transformations in multi-step syntheses. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for modular synthesis of bioactive compounds.

Synthesis

Route1
- 288154-17-6
- ~99%
- In-stock
  
  288154-18-7
References
- Bedos, Philippe; Amblard, Muriel; Subra, Gilles; Dodey, Pierre; Luccarini, Jean-Michel; Paquet, Jean-Luc; Pruneau, Didier; Aumelas, Andre; Martinez, Jean Journal of Medicinal Chemistry, 2000 , vol. 43, # 12 p. 2387 - 2394
Route2
- In-stock
  
  288154-16-5
- ~%
- In-stock
  
  288154-18-7
References
- Bedos, Philippe; Amblard, Muriel; Subra, Gilles; Dodey, Pierre; Luccarini, Jean-Michel; Paquet, Jean-Luc; Pruneau, Didier; Aumelas, Andre; Martinez, Jean Journal of Medicinal Chemistry, 2000 , vol. 43, # 12 p. 2387 - 2394

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 99.64
LogP 1.25007
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate

CAS No. 288154-18-7

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