(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)(methyl)amino)hexanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)(methyl)amino)hexanoic acid
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CAS No. 2044709-77-3
Cat. No. CS-0499136
Purity≥98%
MDL No.None

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)(methyl)amino)hexanoic acid|CS-0499136

Structure of 2044709-77-3

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General Information

CAS No. 2044709-77-3
Cat. No. CS-0499136
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₄N₂O₆
Molecular Weight 482.57
Synonym(s) (2R)-6-{[(tert-butoxy)carbonyl](methyl)amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid
SMILES CC(C)(C)OC(N(C)CCCC[C@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral (R)-configuration at the alpha carbon, enabling stereoselective peptide synthesis. The C-terminal carboxylic acid group and N-terminal Fmoc moiety facilitate efficient coupling reactions, while the tert-butoxycarbonyl-methylamino side chain provides a stable, orthogonal protecting group for selective deprotection. Designed for solid-phase peptide synthesis, this reagent ensures high yield and purity in complex sequence assembly.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)(methyl)amino)hexanoic acid serves as a versatile chiral building block for peptide synthesis, enabling efficient N-terminal protection and side-chain modulation. The Fmoc group ensures orthogonal deprotection under mild basic conditions, while the Boc-methyl amino functionality provides a stable, selectively removable amine handle. Its bench-stable, crystalline nature facilitates straightforward purification and compatibility with standard coupling protocols in solid-phase and solution-phase workflows.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 105.17
LogP 5.0155
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 9

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Amine

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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)-6-((tert-butoxycarbonyl)(methyl)amino)hexanoic acid

CAS No. 2044709-77-3

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