(S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate - 127132-32-5

(S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

Catalog Number: EVT-1489149
CAS Number: 127132-32-5
Molecular Formula: C23H29NO5
Molecular Weight: 399.48006
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Product Introduction

Description
(S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate is a chemical compound that belongs to the class of prodrugs. It is commonly used in medical research for its potential therapeutic effects and in industrial research for its use in manufacturing processes. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and applications of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate.
Applications in Various Fields
In medical research, (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate has been used in drug development and clinical trials. It has shown promise as a potential treatment for various diseases, including cancer, Alzheimer's disease, and multiple sclerosis. However, further studies are needed to determine its safety and efficacy in humans.
In environmental research, (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate has been studied for its effects on ecosystems and its role in pollution management. It has been shown to have a low environmental impact and may have potential applications in pollution management.
In industrial research, (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when using this compound in industrial settings.

Properties

CAS Number

127132-32-5

Product Name

(S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

IUPAC Name

ethyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylmethoxyphenyl)propanoate

Molecular Formula

C23H29NO5

Molecular Weight

399.48006

InChI

InChI=1S/C23H29NO5/c1-5-27-21(25)20(24-22(26)29-23(2,3)4)15-17-11-13-19(14-12-17)28-16-18-9-7-6-8-10-18/h6-14,20H,5,15-16H2,1-4H3,(H,24,26)/t20-/m0/s1

SMILES

CCOC(=O)C(CC1=CC=C(C=C1)OCC2=CC=CC=C2)NC(=O)OC(C)(C)C
Method of Synthesis or Extraction
The synthesis of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate can be achieved through various methods, including the use of protecting groups, coupling reactions, and deprotection. One commonly used method involves the coupling of (S)-ethyl 3-hydroxy-2-methylpropanoate with 4-(benzyloxy)phenylboronic acid using a palladium catalyst. The resulting intermediate is then treated with tert-butoxycarbonyl chloride to form the final product.
The efficiency and yield of the synthesis method can vary depending on the specific conditions used. In general, yields of up to 80% have been reported. However, the use of protecting groups and other synthetic intermediates can increase the complexity of the synthesis and reduce the overall yield.
Environmental and safety considerations should also be taken into account when synthesizing (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate. The use of palladium catalysts and other reagents can generate hazardous waste and require proper disposal. Additionally, the use of protecting groups and other synthetic intermediates can increase the overall environmental impact of the synthesis.
Chemical Structure and Biological Activity
The chemical structure of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate consists of a prodrug moiety attached to a benzyl ether and a tert-butoxycarbonyl group. The prodrug moiety is designed to be metabolized in vivo to release the active compound, which has been shown to have potent biological activity.
The mechanism of action and biological targets of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate are not fully understood. However, it has been shown to have activity against a variety of biological targets, including enzymes and receptors involved in inflammation, cancer, and neurological disorders.
Bioactivity and potency of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate have been demonstrated in various in vitro and in vivo studies. It has been shown to have anti-inflammatory, anti-cancer, and neuroprotective effects. Additionally, it has been shown to have a high degree of selectivity for its biological targets, which may reduce the potential for off-target effects.
Biological Effects
The effects of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate on cell function and signal transduction have been studied extensively. It has been shown to modulate various signaling pathways involved in inflammation, cancer, and neurological disorders. Additionally, it has been shown to have a protective effect on cells under oxidative stress.
Potential therapeutic and toxic effects of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate have been investigated in preclinical and clinical studies. It has shown promise as a potential treatment for various diseases, including cancer, Alzheimer's disease, and multiple sclerosis. However, further studies are needed to determine its safety and efficacy in humans.
Future Perspectives and Challenges
Current limitations in the use and study of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate include the need for further studies to determine its safety and efficacy in humans. Possible solutions and improvements include the development of more efficient and environmentally friendly synthesis methods and the identification of new biological targets for this compound.
Future trends and prospects in the application of (S)-Ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate in scientific research include the continued investigation of its potential therapeutic effects and the development of new prodrug moieties for improved drug delivery. Additionally, the use of this compound in pollution management and other environmental applications may become more widespread in the future.

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