tert-Butyl (2R,6R)-2,6-dimethylpiperazine-1-carboxylate

Name: tert-Butyl (2R,6R)-2,6-dimethylpiperazine-1-carboxylate
Brand: ChemScene
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CAS No. 574007-62-8
Cat. No. CS-0048626
Purity≥98%
MDL No.MFCD11973747

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tert-Butyl (2R,6R)-2,6-dimethylpiperazine-1-carboxylate|CS-0048626

Structure of 574007-62-8

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General Information

CAS No. 574007-62-8
Cat. No. CS-0048626
Purity ≥98%
MDL No. MFCD11973747
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) 1-Piperazinecarboxylic acid, 2,6-diMethyl-, 1,1-diMethylethyl ester, (2R,6R)-
SMILES C[C@@H]1CNC[C@@H](C)N1C(=O)OC(C)(C)C

Description

tert-Butyl (2R,6R)-2,6-dimethylpiperazine-1-carboxylate features a stereochemically defined piperazine core with bulky tert-butyl protection, enabling selective derivatization in complex molecule synthesis. The 2,6-dimethyl substitution enhances conformational rigidity and steric shielding, improving stability during downstream transformations. This chiral building block integrates efficiently into bioactive scaffolds requiring defined spatial orientation.

Application

tert-Butyl (2R,6R)-2,6-dimethylpiperazine-1-carboxylate serves as a stereochemically defined piperazine scaffold for medicinal chemistry and process development. Its tert-butyl carbamate group enables facile deprotection under mild acidic conditions, while the 2,6-dimethyl substitution provides steric shielding and enhanced metabolic stability. The compound functions as a versatile building block in the synthesis of heterocyclic APIs and functionalized intermediates, offering predictable reactivity in standard coupling and derivatization workflows.

Safety Information

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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 Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (2R,6R)-2,6-dimethylpiperazine-1-carboxylate

CAS No. 574007-62-8

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