(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-fluoro-4-hydroxyphenyl)propanoicacid

Name: (S)-2-((tert-Butoxycarbonyl)amino)-3-(3-fluoro-4-hydroxyphenyl)propanoicacid
Brand: ChemScene
Availability: InStock
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CAS No. 125218-33-9
Cat. No. CS-0171851
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-fluoro-4-hydroxyphenyl)propanoicacid|CS-0171851

Structure of 125218-33-9

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General Information

CAS No. 125218-33-9
Cat. No. CS-0171851
Purity ≥98%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈FNO₅
Molecular Weight 299.29
Synonym(s) N-Boc-3-Fluoro-L-tyrosine
SMILES CC(C)(OC(N[C@H](C(O)=O)CC1=CC(F)=C(O)C=C1)=O)C

Description

(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-fluoro-4-hydroxyphenyl)propanoic acid is a chiral building block featuring a bench-stable tert-butoxycarbonyl-protected amine and a phenolic hydroxyl group. The para-hydroxy substitution on the fluorinated aryl ring enables selective derivatization, while the (S)-configuration ensures stereochemical fidelity in peptide synthesis and medicinal chemistry applications.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-fluoro-4-hydroxyphenyl)propanoic acid serves as a key chiral building block for the synthesis of β-amino acid derivatives and peptidomimetics. The protected amine enables orthogonal functionalization, while the phenolic hydroxyl group supports derivatization or metal-catalyzed coupling reactions. Bench-stable and readily purified by standard chromatography, it functions effectively in solid-phase and solution-phase syntheses of bioactive molecules.

Synthesis

Route1
- In-stock
  
  7423-96-3
- 41840-28-2
- ~99%
- In-stock
  
  125218-33-9
References
- Chemical and Pharmaceutical Bulletin, , vol. 37, # 3 p. 826 - 828

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 : P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 95.86
LogP 2.0517
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Phenol

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-fluoro-4-hydroxyphenyl)propanoicacid

CAS No. 125218-33-9

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