N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-S-(triphenylmethyl)-L-cysteine

CAS No. 725728-43-8
Cat. No. CS-0160399
Purity≥98%
MDL No.MFCD30749166

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-S-(triphenylmethyl)-L-cysteine|CS-0160399

Structure of 725728-43-8

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Description

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-S-(triphenylmethyl)-L-cysteine features a fluorenylmethoxycarbonyl-protected amine and a sterically hindered trityl group on the cysteine thiol, enabling selective handling in peptide synthesis. This derivative ensures stable side-chain protection during chain elongation and facilitates efficient deprotection under mild conditions.

Application

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-S-(triphenylmethyl)-L-cysteine serves as a protected cysteine building block for peptide synthesis, enabling selective incorporation of methylcysteine residues. The Fmoc group provides orthogonal deprotection under mild basic conditions, while the trityl (Trt) side chain protection ensures high stability and facilitates efficient purification. This derivative exhibits excellent bench stability and compatibility with standard coupling protocols, making it well-suited for both manual and automated solid-phase peptide synthesis workflows.

General Information

CAS No. 725728-43-8
Cat. No. CS-0160399
Purity ≥98%
MDL No. MFCD30749166
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₈H₃₃NO₄S
Molecular Weight 599.74
Synonym(s) Fmoc-α-Me-Cys(Trt)-OH
SMILES O=C(O)[C@@](CSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)(C)NC(OCC4C5=C(C6=C4C=CC=C6)C=CC=C5)=O

Computational Chemistry Data

TPSA 75.63
LogP 8.0937
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 10

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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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Cysteine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-S-(triphenylmethyl)-L-cysteine

CAS No. 725728-43-8

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