tert-Butyl 3,3-dimethylpiperazine-1-carboxylate

Name: tert-Butyl 3,3-dimethylpiperazine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 259808-67-8
Cat. No. CS-W008758
Purity≥95%
MDL No.MFCD07371651

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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 3,3-dimethylpiperazine-1-carboxylate|CS-W008758

Structure of 259808-67-8

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General Information

CAS No. 259808-67-8
Cat. No. CS-W008758
Purity ≥95%
MDL No. MFCD07371651
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) TERT-BUTYL 3,3-DIMETHYLPIPERAZINE-2-CARBOXYLATE
SMILES O=C(OC(C)(C)C)N1CC(NCC1)(C)C

Description

tert-Butyl 3,3-dimethylpiperazine-1-carboxylate is a bench-stable, moisture-tolerant piperazine derivative featuring a sterically hindered core. This protected piperazine scaffold integrates readily into complex molecular architectures, offering enhanced solubility and stability during synthetic manipulations. Its robust tert-butyl ester group enables straightforward deprotection under mild acidic conditions, streamlining access to the parent amine for downstream functionalization in medicinal chemistry and process development workflows.

Application

tert-Butyl 3,3-dimethylpiperazine-1-carboxylate serves as a stable, bench-friendly piperazine scaffold with enhanced solubility and reduced basicity due to the geminal dimethyl substitution. It functions as a versatile building block in medicinal chemistry, enabling straightforward introduction of piperazine motifs into drug candidates via standard deprotection and coupling protocols. Its tert-butyl carbamate group facilitates orthogonal handling and purification, while the sterically shielded core resists undesired side reactions during multistep syntheses.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  84477-72-5
- ~94%
- In-stock
  
  259808-67-8
References
- Piramed Limited; Genentech, Inc. Patent: US2008/76758 A1, 2008 ; Location in patent: Page/Page column 90 ; US 20080076758 A1
Route2
- In-stock
  
  58632-95-4
- In-stock
  
  84477-72-5
- ~%
- In-stock
  
  259808-67-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 24 p. 6017 - 6021

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

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Computational Chemistry Data

TPSA 41.57
LogP 1.6053
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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tert-Butyl 3,3-dimethylpiperazine-1-carboxylate

CAS No. 259808-67-8

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