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

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid
Brand: ChemScene
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CAS No. 1315449-94-5
Cat. No. CS-0158643
Purity≥96%
MDL No.MFCD17019260

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid|CS-0158643

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Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid features a chiral center at C2 and two orthogonal protecting groups: a fluorenylmethoxycarbonyl (Fmoc) at the α-amino position and a tert-butoxycarbonyl (Boc) at the δ-amino position. This configuration enables selective deprotection in peptide synthesis, allowing sequential coupling steps without side reactions. The molecule exhibits excellent solubility in common organic solvents and remains bench-stable under standard conditions.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid serves as a versatile chiral building block in peptide synthesis, enabling efficient N-terminal protection and side-chain functionalization. The Fmoc group ensures orthogonal deprotection under mild basic conditions, while the Boc-protected amine allows selective manipulation. Bench-stable and compatible with standard coupling protocols, it facilitates the construction of complex peptidomimetics and API scaffolds with high stereocontrol.

General Information

CAS No. 1315449-94-5
Cat. No. CS-0158643
Purity ≥96%
MDL No. MFCD17019260
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₄N₂O₆
Molecular Weight 482.57
Synonym(s) FMoc-α-Me-D-Lys(Boc)-OH
SMILES [C@](C)(C(O)=O)(CCCCNC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C=3C=CC=CC13)=O

Computational Chemistry Data

TPSA 113.96
LogP 5.0634
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 9

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-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 Lysine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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

CAS No. 1315449-94-5

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