Fmoc-NIP-OH

Name: Fmoc-NIP-OH
Brand: ChemScene
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CAS No. 158922-07-7
Cat. No. CS-0130270
Molecule weight351.40
Purity≥97%
MDL No.MFCD00673789

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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+
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Structure of 158922-07-7

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General Information

CAS No. 158922-07-7
Cat. No. CS-0130270
Purity ≥97%
MDL No. MFCD00673789
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-3-carboxypiperidine
SMILES O=C(N1CC(C(O)=O)CCC1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

Fmoc-NIP-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a nitro-substituted phenyl group that enhances electron-withdrawing character. This structural motif enables efficient incorporation into peptide chains during solid-phase synthesis, delivering improved solubility and reduced aggregation. The Fmoc protecting group ensures orthogonal deprotection compatibility with standard protocols.

Application

Fmoc-NIP-OH serves as a robust building block for peptide synthesis, enabling the site-specific incorporation of NIP (N-(2-isopropylphenyl)carbamoyl) groups. Its stability under standard Fmoc-based protocols facilitates efficient coupling and orthogonal deprotection. The aromatic isopropylphenyl moiety enhances solubility and provides a well-defined hydrophobic handle for downstream modifications in medicinal chemistry applications.

Synthesis

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- In-stock
  
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  158922-07-7
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 13 p. 3371 - 3375

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 3.7321
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Fmoc-NIP-OH

CAS No. 158922-07-7

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