cis-1-Boc-3,5-dimethylpiperazine

Name: cis-1-Boc-3,5-dimethylpiperazine
Brand: ChemScene
Availability: InStock
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CAS No. 129779-30-2
Cat. No. CS-W019256
Purity≥97%
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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cis-1-Boc-3,5-dimethylpiperazine|CS-W019256

Structure of 129779-30-2

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General Information

CAS No. 129779-30-2
Cat. No. CS-W019256
Purity ≥97%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) tert-butyl (3R,5S)-3,5-dimethylpiperazine-1-carboxylate
SMILES O=C(OC(C)(C)C)N1C[C@H](N[C@H](C1)C)C

Description

cis-1-Boc-3,5-dimethylpiperazine features a sterically shielded piperazine core with two methyl groups at the 3 and 5 positions, enhancing stability and reducing nucleophilicity. The Boc group provides a robust protecting moiety for amine functionalization under standard conditions. This configuration enables selective coupling reactions in peptide synthesis and medicinal chemistry applications.

Application

cis-1-Boc-3,5-dimethylpiperazine serves as a conformationally constrained, bench-stable building block for medicinal and process chemistry. The Boc group enables straightforward deprotection under mild acidic conditions, while the 3,5-dimethyl substitution enhances metabolic stability and steric definition. It functions effectively in nucleophilic displacement reactions and as a nitrogen source in Pd-catalyzed couplings, facilitating access to complex heterocyclic scaffolds common in API development.

Synthesis

Route1
- In-stock
  
  24424-99-5
- 21655-48-1
- ~99%
- In-stock
  
  129779-30-2
References
- Zhang, Nan; Zhong, Rong Patent: US2013/116265 A1, 2013 ; Location in patent: Paragraph 0024; 0025 ;
Route2
- In-stock
  
  24424-99-5
- In-stock
  
  108-49-6
- 75-65-0
- ~%
- In-stock
  
  129779-30-2
References
- WO2006/46031 A1, ; Page/Page column 50-51 ; WO 2006/046031 A1

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 2.2398
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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cis-1-Boc-3,5-dimethylpiperazine

CAS No. 129779-30-2

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