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1,4-Bis-Boc-piperazine-2-carboxylic acid
White crystalline powder
- Commodity name： 1,4-Bis-Boc-piperazine-2-carboxylic acid
I. Basic Chemical Information
CAS Numbers:
Racemic mixture: 175854-42-5
(S)-Isomer: 175854-43-6
Molecular Formula: C₁₅H₂₅N₃O₆
Molecular Weight: 343.38 g/mol
II. Physicochemical Properties
Appearance: White crystalline powder
Melting Point:128-132°C (decomposition)
Solubility:
Freely soluble in DCM, THF, DMF
Insoluble in water
Chiral Purity: Racemic mixture / (S)-isomer ≥99% ee
Stability: Protect from light and moisture; Boc groups cleaved by strong acids
III. Core Application Areas
1. Peptide Drug Synthesis
Rigid Amino Acid Building Block:
Incorporated into peptide chains to enhance protease resistance(for oral peptide drugs)
Synthesizes tumor-targeting cyclic peptides(e.g., integrin αvβ3 antagonists)
Protection Group Strategy:
Boc groups allow stepwise deprotection (selective removal of 1-Boc with TFA/DCM; strong acid for 2-Boc)
2. Kinase Inhibitor Intermediate
Builds the piperazine carboxylic acid module for CDK4/6 inhibitors (e.g., Abemaciclib)
- Synthesizes the chiral core of **BTK inhibitors** (Ibrutinib derivatives)
3. Asymmetric Synthesis
Chiral Pool Precursor:
Decarboxylation to prepare (R)-1,4-Bis-Boc-piperazine(precursor for chiral amine catalysts)
Reduction to aldehyde → Synthesis of chiral Salen ligands
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Contact Information
Company Name: Ningxia Qiyan New Materials Co., Ltd
Address: Room C7, 14th Floor, Section B, Yinchuan International Trade Center, Xingqing District, Yinchuan City, Ningxia, China
Tel:0086-013909510736
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