FMOC-(S)-2-Tetrahydrodiisoquinolineacetic acid

Name: FMOC-(S)-2-Tetrahydrodiisoquinolineacetic acid
Brand: ChemScene
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CAS No. 270062-99-2
Cat. No. CS-0060607
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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FMOC-(S)-2-Tetrahydrodiisoquinolineacetic acid|CS-0060607

Structure of 270062-99-2

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General Information

CAS No. 270062-99-2
Cat. No. CS-0060607
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₃NO₄
Molecular Weight 413.47
Synonym(s) Fmoc-(S)-2-tetrahydroisoquinoline acetic acid
SMILES C1=CC=C2CN([C@@H](CC2=C1)CC(=O)O)C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C53

Description

Fmoc-(S)-2-Tetrahydrodiisoquinolineacetic acid integrates a rigid, electron-rich tetrahydrodiisoquinoline scaffold with a robust Fmoc-protected amino acid handle. This configuration enables efficient incorporation into peptide chains via standard solid-phase synthesis protocols, offering enhanced conformational control and improved solubility in organic media.

Application

Fmoc-(S)-2-tetrahydrodiisoquinolineacetic acid serves as a versatile building block for solid-phase peptide synthesis, enabling the incorporation of constrained diisoquinoline-containing side chains. The Fmoc group ensures efficient orthogonal deprotection, while the tetrahydrodiisoquinoline moiety offers enhanced metabolic stability and defined spatial orientation. This derivative facilitates the construction of complex heterocyclic scaffolds relevant to medicinal chemistry, with excellent bench stability and compatibility in standard coupling protocols.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 66.84
LogP 4.8371
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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FMOC-(S)-2-Tetrahydrodiisoquinolineacetic acid

CAS No. 270062-99-2

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