(S)-Methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride

Name: (S)-Methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride
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CAS No. 916602-09-0
Cat. No. CS-0139585
Molecule weight219.64
Purity≥97%
MDL No.None

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(S)-Methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride|CS-0139585

Structure of 916602-09-0

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General Information

CAS No. 916602-09-0
Cat. No. CS-0139585
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁ClFNO₂
Molecular Weight 219.64
Synonym(s) S-4-Fluorophenylglycine methyl ester hydrochloride
SMILES O=C(OC)[C@@H](N)C1=CC=C(F)C=C1.Cl

Description

(S)-Methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride delivers a chiral, bench-stable building block for asymmetric synthesis. The para-fluorophenyl group imparts electronic modulation, while the amino and ester functionalities enable direct coupling or derivatization in medicinal chemistry applications.

Application

(S)-Methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride serves as a key chiral building block for synthesizing fluorinated amino acid derivatives and pharmaceutically relevant heterocycles. Its bench-stable hydrochloride salt form enhances handling and purification, while the pendant amine and ester groups enable orthogonal functionalization in standard peptide coupling and cyclization protocols. Functions reliably in asymmetric synthesis workflows requiring stereocontrolled access to arylglycine scaffolds.

Synthesis

Route1
- 67-56-1
- 185994-15-4
- ~%
- In-stock
  
  916602-09-0
References
- Mondal, Milon; Radeva, Nedyalka; Koester, Helene; Park, Ahyoung; Potamitis, Constantinos; Zervou, Maria; Klebe, Gerhard; Hirsch, Anna K. H. Angewandte Chemie - International Edition, 2014 , vol. 53, # 12 p. 3259 - 3263 Angew. Chem., 2014 , vol. 126, # 12 p. 3324 - 3328,5

Safety Information

Download SDS

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-P280-P302+P352

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Computational Chemistry Data

TPSA 52.32
LogP 1.4203
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Glycine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-Methyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride

CAS No. 916602-09-0

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