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

Name: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-S-(triphenylmethyl)-L-cysteine
Brand: ChemScene
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CAS No. 725728-43-8
Cat. No. CS-0160399
Purity≥98%
MDL No.MFCD30749166

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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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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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

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.

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 8.0937
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 10

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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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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