Benzyl (3-Fluoro-4-morpholinophenyl)carbamate

CAS Number 168828-81-7

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate MSDS

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate CAS 168828-81-7

A fluorinated heterocyclic building block

Used as a synthesis intermediate for APIs and non-linear optical materials

Overview
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Benzyl (3-Fluoro-4-morpholinophenyl)carbamate (CAS number 168828-81-7) is a fluorinated heterocyclic compound, bearing a morpholine (a 6-membred heterocycle), a fluorobenzene, a carbamate linker and a benzyl group. Benzyl (3-Fluoro-4-morpholinophenyl)carbamate is one of the intermediates for synthesising linezolid, an antibiotic for treatment of Gram-positive bacteria that is resistant to other antibiotics. To synthesise linezolid, benzyl (3-Fluoro-4-morpholinophenyl)carbamate reacts with bromomethyloxirane forming an oxazolidone moiety. The bromide is subsequently replaced by acetamide to complete the molecular formation. Other than linezolid, benzyl (3-Fluoro-4-morpholinophenyl)carbamate is also used to synthesise glucose uptake inhibitor for supressing the growth of cancer cells.

linezolid chemical structure — The chemical structure of linezolid

A theoretical study has revealed that benzyl (3-Fluoro-4-morpholinophenyl)carbamate has a large first-order hyperpolarizability for potential use in non-linear optical applications.

Multiple functional groups

For facile synthesis

Fluorinated morpholinophenyl building block

For drug discovery, medicinal chemistry, and photonics

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	168828-81-7
Chemical Formula	C₁₈H₁₉FN₂O₃
Full Name	Benzyl (3-Fluoro-4-morpholinophenyl)carbamate
Molecular Weight	303.36 g/mol
Synonyms	(3-Fluoro-4-morpholinophenyl)carbamic acid benzyl ester
Classification / Family	Fluorinated building blocks, Heterocyclic building blocks, APIs, Photonics

Chemical Structure

Product Details

Purity	>98%
Melting Point	T_m = 125 °C
Appearance	Off-white fluffy powder

MSDS Documentation

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate MSDS Sheet

Literature and Reviews

A novel and expeditious synthesis of oxazolidinone drugs linezolid and eperezolid, R. Siddaraj et al., Eur. J. Chem., 9(4), 353–359(2018); DOI: 10.5155/eurjchem.9.4.353-359.1783.
Inhibition of glucose transporters and glutaminase synergistically impairs tumor cell growth, E. Reckzeh et al., Cell Chem. Biol., 26, 1214–1228(2019); DOI: 10.1016/j.chembiol.2019.06.005.
The role of oxazolidine derivatives in the treatment of infectious and chronic diseases, J. Branco-Junior et al., Curr. Bioact. Compd., 13(4), 292–304(2017); DOI: 10.2174/1573407213666161214162149.
Synthesis and antibiotic activity of oxazolidinone-catechol conjugates against Pseudomonas aeruginosa, A. Paulen et al., Org. Biomol. Chem., 13, 11401(2015); DOI: 10.1039/c5ob01859e.
Structural parameters, NLO properties, thermodynamic functions, NBO analysis and Fukui functions of benzyl(3-fluoro-4-morpholinophenyl)carbamate by density functional theory, B. Yadav et al., J. Pharm. Negat., 14(1), 1285–1293(2023); DOI: 10.47750/pnr.2023.14.S01.175.

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