(S)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoic acid

Name: (S)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoic acid
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CAS No. 229639-48-9
Cat. No. CS-0154489
Purity≥95%
MDL No.MFCD01862938

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(S)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoic acid|CS-0154489

Structure of 229639-48-9

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General Information

CAS No. 229639-48-9
Cat. No. CS-0154489
Purity ≥95%
MDL No. MFCD01862938
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₂N₂O₄
Molecular Weight 318.37
Synonym(s) N-Beta-Boc-L-Homotryptophan
SMILES CC(C)(OC(N[C@H](CC(O)=O)CC1=CNC2=CC=CC=C12)=O)C

Description

(S)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoic acid is a chiral building block featuring a protected amino group and a pendant indole moiety. This structure integrates a sterically shielded Boc-labile amine with an electron-rich indole, enabling straightforward incorporation into peptide sequences or bioconjugation workflows under standard conditions.

Application

(S)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoic acid serves as a key chiral building block for the synthesis of indole-containing peptidomimetics and bioactive scaffolds. The tert-butyl carbamate (Boc) group provides excellent stability and orthogonal protection, enabling selective deprotection under mild acidic conditions. Its functionalized side chain facilitates efficient coupling reactions and supports diversification via standard amide bond formation, making it well-suited for medicinal chemistry campaigns targeting CNS-active compounds and kinase inhibitors.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 91.42
LogP 3.0784
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(S)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoic acid

CAS No. 229639-48-9

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