(S)-4-[2-Carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

Name: (S)-4-[2-Carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester
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CAS No. 313052-20-9
Cat. No. CS-0210634
Purity≥98%
MDL No.MFCD01860747

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(S)-4-[2-Carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester|CS-0210634

Structure of 313052-20-9

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General Information

CAS No. 313052-20-9
Cat. No. CS-0210634
Purity ≥98%
MDL No. MFCD01860747
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₃N₃O₆
Molecular Weight 495.57
Synonym(s) Fmoc-β-(1-piperazinyl)-L-Ala(Boc)-OH
SMILES CC(C)(OC(N1CCN(C[C@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)C(O)=O)CC1)=O)C

Description

This (S)-configured piperazine derivative features a fluoren-9-ylmethoxycarbonyl-protected amino group and a tert-butyl ester at the C-terminal carboxylic acid, enabling orthogonal handling in peptide synthesis. The sterically defined chiral center and electron-rich fluorenyl moiety support high-yield coupling reactions under standard conditions.

Application

(S)-4-[2-Carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]piperazine-1-carboxylic acid tert-butyl ester serves as a key chiral building block for the synthesis of peptidomimetic scaffolds and bioactive heterocycles. The fluorenylmethoxycarbonyl (Fmoc) group enables orthogonal protection in solid-phase peptide synthesis, while the tert-butyl ester provides stable carboxyl protection under basic conditions. Its piperazine core offers multiple points for diversification, and the molecule exhibits excellent bench stability and ease of purification, facilitating its use in iterative coupling strategies and medicinal chemistry campaigns.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 108.41
LogP 3.531
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-4-[2-Carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

CAS No. 313052-20-9

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