(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate

Name: (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 548762-66-9
Cat. No. CS-0042118
Purity≥97%
MDL No.MFCD13191717

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate|CS-0042118

Structure of 548762-66-9

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General Information

CAS No. 548762-66-9
Cat. No. CS-0042118
Purity ≥97%
MDL No. MFCD13191717
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate
SMILES O=C(N1[C@@H](C)CN[C@H](C)C1)OC(C)(C)C

Description

This bench-stable piperazine derivative features a tert-butyl ester group and stereochemical control at the 2- and 5-positions, enabling selective functionalization in asymmetric synthesis. The sterically shielded core resists racemization, while the carboxylate moiety facilitates downstream derivatization under mild conditions.

Application

(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate serves as a stereochemically defined piperazine scaffold for medicinal chemistry applications. Its tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The molecule exhibits high functional group tolerance and enables efficient incorporation into diverse heterocyclic architectures, particularly in the construction of constrained bioactive motifs common in kinase inhibitors and CNS-targeted compounds.

Synthesis

Route1
- 548762-65-8
- ~94%
- In-stock
  
  548762-66-9
References
- Janetka, James W.; Furness, M. Scott; Zhang, Xiaoyan; Coop, Andrew; Folk, John E.; Mattson, Mariena V.; Jacobson, Arthur E.; Rice, Kenner C. Journal of Organic Chemistry, 2003 , vol. 68, # 10 p. 3976 - 3980
Route2
- 1218941-14-0
- ~99%
- In-stock
  
  548762-66-9
References
- Tan, Xuefei; Tester, Richland W.; Luedtke, Gregory R.; Chakravarty, Sarvajit; Mavunkel, Babu J.; Perumattam, John J.; Lu, Qing; Nashashibi, Imad; Jung, Joon; Hu, Jie; Liclican, Albert; Almirez, Ramona; Tabora, Jocelyn; Tran, Vinh; Laney, Maureen; Levy, Daniel E.; Dugar, Sundeep Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 3 p. 828 - 831
Route3
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  548762-66-9
References
- Journal of Organic Chemistry, , vol. 68, # 10 p. 3976 - 3980

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H314-H331-H412
Precautionary Statements : P261-P273-P280

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.6037
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

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(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate

CAS No. 548762-66-9

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