(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-4-(tert-butoxycarbonyl)-5-oxopentanoic acid

Name: (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-4-(tert-butoxycarbonyl)-5-oxopentanoic acid
Brand: ChemScene
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CAS No. 111662-65-8
Cat. No. CS-0363147
Purity≥97%
MDL No.None

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(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-4-(tert-butoxycarbonyl)-5-oxopentanoic acid|CS-0363147

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Description

This (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-4-(tert-butoxycarbonyl)-5-oxopentanoic acid features a fluorenylmethoxycarbonyl (Fmoc) protected amino group and two orthogonal tert-butyl carbamate handles, enabling sequential deprotection in peptide synthesis. The molecule integrates a β-keto ester motif that supports efficient chain elongation under standard coupling conditions.

Application

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-4-(tert-butoxycarbonyl)-5-oxopentanoic acid serves as a versatile chiral building block for the synthesis of complex peptide mimetics and heterocyclic scaffolds. Its orthogonal protection—fluorenylmethyl carbamate (Fmoc) for amine, and two tert-butyl esters for carboxylic acids—enables selective deprotection and functionalization under standard solid-phase and solution-phase conditions. The molecule exhibits excellent bench stability and facilitates efficient purification via chromatography or crystallization.

General Information

CAS No. 111662-65-8
Cat. No. CS-0363147
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₃₅NO₈
Molecular Weight 525.59
Synonym(s) Fmoc-D-Gla(otbu)2-OH
SMILES CC(C)(OC(C(C(OC(C)(C)C)=O)C[C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(O)=O)=O)C

Computational Chemistry Data

TPSA 128.23
LogP 4.668
H_Acceptors 7
H_Donors 2
Rotatable_Bonds 8

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

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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

Key Words

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(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-4-(tert-butoxycarbonyl)-5-oxopentanoic acid

CAS No. 111662-65-8

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