(S)-2-((tert-Butoxycarbonyl)amino)-4-(tritylthio)butanoic acid

Name: (S)-2-((tert-Butoxycarbonyl)amino)-4-(tritylthio)butanoic acid
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CAS No. 201419-16-1
Cat. No. CS-0154526
Purity≥95%
MDL No.MFCD00672309

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FedEx Limited Quantities Ground	$0.00
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(S)-2-((tert-Butoxycarbonyl)amino)-4-(tritylthio)butanoic acid|CS-0154526

Structure of 201419-16-1

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General Information

CAS No. 201419-16-1
Cat. No. CS-0154526
Purity ≥95%
MDL No. MFCD00672309
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₃₁NO₄S
Molecular Weight 477.62
Synonym(s) BOC-D-HOCYS(TRT)-OH
SMILES CC(C)(OC(N[C@H](C(O)=O)CCSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)=O)C

Description

This bench-stable, moisture-tolerant amino acid derivative features a protected amine and a tritylthio group that enables selective handling in peptide synthesis. The tert-butoxycarbonyl moiety ensures stability during storage and manipulation, while the tritylthio side chain facilitates orthogonal deprotection. This combination streamlines late-stage functionalization and integration into complex peptide architectures under standard conditions.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-4-(tritylthio)butanoic acid serves as a robust chiral building block for peptide and peptidomimetic synthesis, enabling selective side-chain functionalization at the C-terminal cysteine equivalent. The tritylthio group provides excellent stability and orthogonal deprotection under mild acidic conditions, while the Boc-protected amine facilitates sequential coupling reactions. Its bench-stable, crystalline nature simplifies handling and purification in multi-step syntheses.

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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Computational Chemistry Data

TPSA 75.63
LogP 6.0797
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 9

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Thioether

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((tert-Butoxycarbonyl)amino)-4-(tritylthio)butanoic acid

CAS No. 201419-16-1

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