(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-7-(tert-butoxy)-7-oxoheptanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-7-(tert-butoxy)-7-oxoheptanoic acid
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CAS No. 159751-46-9
Cat. No. CS-0101030
Purity≥96%
MDL No.MFCD08166552

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-7-(tert-butoxy)-7-oxoheptanoic acid|CS-0101030

Structure of 159751-46-9

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Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a sterically hindered tert-butoxy group and a reactive ketone moiety, enabling selective conjugation in peptide synthesis. The C-terminal carboxylic acid facilitates efficient coupling under standard conditions, while the bench-stable fluorenylmethyl carbamate safeguards the amine during iterative assembly.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-7-(tert-butoxy)-7-oxoheptanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient N-terminal protection and side-chain functionalization. The fluorenylmethoxycarbonyl (Fmoc) group ensures high stability and orthogonal deprotection under mild basic conditions. The tert-butoxy carbonyl moiety provides a readily cleavable auxiliary for selective transformations, while the β-ketoacid functionality facilitates downstream cyclizations and heterocycle formation. Its bench-stable solid form simplifies handling and purification in multi-step syntheses.

General Information

CAS No. 159751-46-9
Cat. No. CS-0101030
Purity ≥96%
MDL No. MFCD08166552
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₃₁NO₆
Molecular Weight 453.53
Synonym(s) (S)-2-FMOC-AMINO-HEPTANEDIOIC ACID 7-TERT-BUTYL ESTER
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCCCC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 101.93
LogP 4.8804
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 9

Safety Information

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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-P330-P362+P364-P405-P501

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Other Classifications

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-7-(tert-butoxy)-7-oxoheptanoic acid

CAS No. 159751-46-9

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