(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-2-methylpropanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-2-methylpropanoic acid
Brand: ChemScene
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CAS No. 1315449-98-9
Cat. No. CS-0166922
Purity≥97%
MDL No.MFCD16652328

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-2-methylpropanoic acid|CS-0166922

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General Information

CAS No. 1315449-98-9
Cat. No. CS-0166922
Purity ≥97%
MDL No. MFCD16652328
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₂H₃₂N₂O₆
Molecular Weight 540.61
Synonym(s) FMoc-α-Me-Trp(Boc)-OH
SMILES O=C(O)[C@@](CC1=CN(C(OC(C)(C)C)=O)C2=C1C=CC=C2)(C)NC(OCC3C4=C(C5=C3C=CC=C5)C=CC=C4)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-2-methylpropanoic acid features a sterically hindered chiral center flanked by a fluorenylmethoxycarbonyl (Fmoc) group and a protected indole moiety. This configuration enables stable incorporation into peptide synthesis workflows, offering robust protection for both amine and side-chain functionalities under standard conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-2-methylpropanoic acid serves as a key chiral building block for the synthesis of peptide-based scaffolds and indole-containing drug candidates. Its protected indole and α-amino acid functionalities enable orthogonal transformations, while the Fmoc group ensures stability during storage and ease of purification. The tert-butyl carbamate moiety supports sequential coupling protocols in solid-phase peptide synthesis, offering high functional group tolerance and reliable reactivity under standard conditions.

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

Quality Control

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Computational Chemistry Data

TPSA 106.86
LogP 6.349
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tryptophan 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)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-2-methylpropanoic acid

CAS No. 1315449-98-9

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