Cyclohexanamine N2-((benzyloxy)carbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-argininate

Name: Cyclohexanamine N2-((benzyloxy)carbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-argininate
Brand: ChemScene
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CAS No. 200190-89-2
Cat. No. CS-0137984
Purity≥97%
MDL No.MFCD00237327

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Cyclohexanamine N2-((benzyloxy)carbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-argininate|CS-0137984

Structure of 200190-89-2

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General Information

CAS No. 200190-89-2
Cat. No. CS-0137984
Purity ≥97%
MDL No. MFCD00237327
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₃H₄₉N₅O₇S
Molecular Weight 659.84
Synonym(s) Z-L-ARG(PBF)-OH CHAN-ALPHA-BENZYLOXYCARBONYL-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE CYCLOHEXYLAMINE
SMILES O=S(NC(NCCC[C@@H](C(O)=O)NC(OCC1=CC=CC=C1)=O)=N)(C2=C(C)C(C)=C(OC(C)(C)C3)C3=C2C)=O.NC4CCCCC4

Description

Cyclohexanamine N2-((benzyloxy)carbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-argininate features a sterically shielded sulfonyl group that enhances stability and modulates reactivity. This protected arginine derivative integrates seamlessly into peptide synthesis workflows, offering improved solubility and handling under standard conditions.

Application

Cyclohexanamine N²-((benzyloxy)carbonyl)-Nω-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-argininate serves as a robust, bench-stable amino acid derivative designed for peptide synthesis and medicinal chemistry applications. The Cbz protection on the α-amino group enables straightforward handling and orthogonal deprotection, while the bulky, electron-rich sulfonyl moiety enhances solubility and suppresses racemization during coupling. This derivative facilitates efficient incorporation of arginine into complex peptides and supports scalable, high-yield synthetic workflows in API development.

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

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Computational Chemistry Data

TPSA 192.93
LogP 4.56563
H_Acceptors 8
H_Donors 6
Rotatable_Bonds 10

Other Classifications

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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Cyclohexanamine N2-((benzyloxy)carbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-argininate

CAS No. 200190-89-2

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