778617-61-1

Basic information

• Product Name: [2-(4-METHOXY-PHENYL)-2-OXO-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: [2-(4-METHOXY-PHENYL)-2-OXO-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER;tert-butyl N-[2-(4-methoxyphenyl)-2-oxoethyl]carbamate
• CAS NO: 778617-61-1
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.30496
• Mol File: 778617-61-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 421.4°C at 760 mmHg
• Flash Point: 208.7°C
• Appearance: /
• Density: 1.106g/cm³
• Vapor Pressure: 2.61E-07mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: [2-(4-METHOXY-PHENYL)-2-OXO-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: [2-(4-METHOXY-PHENYL)-2-OXO-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER(778617-61-1)
• EPA Substance Registry System: [2-(4-METHOXY-PHENYL)-2-OXO-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER(778617-61-1)

Safety Data

• Hazardous Substances Data: 778617-61-1(Hazardous Substances Data)

Usage

General Description

[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester is a chemical compound that belongs to the class of carbamic acid esters. It is a derivative of tert-butyl carbamic acid and contains a phenyl group with a methoxy substituent. The compound is commonly used as an intermediate or reagent in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. It may also have other industrial applications such as in the manufacturing of polymers and materials. Additionally, its chemical properties and potential biological activities make it of interest for research and development in various fields. However, as with any chemical compound, proper handling and safety measures should be followed when working with [2-(4-Methoxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester.

InChI:InChI=1/C14H19NO4/c1-14(2,3)19-13(17)15-9-12(16)10-5-7-11(18-4)8-6-10/h5-8H,9H2,1-4H3,(H,15,17)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 3883-94-1 2-amino-4'-methoxyacetophenone hydrochloride 
• 100-09-4 4-methoxybenzoic acid 
• 53271-44-6 S-(4-methylphenyl) thio(4-methoxybenzoate) 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 40513-43-7 2-amino-1-(4-methoxy-phenyl)-ethanone 

Downstream Products

• 912762-49-3 C₁₄H₂₀N₂O₄ 
• 912762-82-4 tert-butyl [2-amino-2-(4-methoxyphenyl)ethyl]carbamate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Relevant articles and documents

Design, synthesis and evaluation of novel 5-phenylthiophene derivatives as potent fungicidal of Candida albicans and antifungal reagents of fluconazole-resistant fungi

A series of 5-phenylthiophene derivatives with novel structures were designed and synthesized to combat the increasing incidence of susceptible and drug-resistant fungal infections. The antifungal activity of the synthesized compounds was assessed against seven susceptible strains and six fluconazole-resistant strains. It is especially encouraging that compounds 17b and 17f displayed significant antifungal activities against all tested strains. Furthermore, the potent compounds 17b and 17f could prevent the formation of fungi biofilms and 17f displayed satisfactory fungicidal activity. Preliminary mechanistic studies showed that the potent antifungal activity of compound 17f stemmed from inhibition of C. albicans CYP51. In addition, Compounds 17b and 17f were almost nontoxic to mammalian A549, MCF-7, and THLE-2 cells. These results strongly suggested that compounds 17b and 17f are promising as novel antifungal drugs.

Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors

The efficient and stereoselective synthesis of polysubstituted butadienes, especially the multifunctional butadienes, represents a great challenge in organic synthesis. Herein, we wish to report a distinctive Pd(0) carbene-initiated decarboxylative olefination approach that enables the direct coupling of diazo esters with vinylethylene carbonates (VECs), vinyl oxazolidinones, or vinyl benzoxazinones to afford alcohol-, amine-, or aniline-containing 1,3-dienes in moderate to high yields and with excellent stereoselectivity. This protocol features operational simplicity, mild reaction conditions, a broad substrate scope, and gram-scalability. Notably, a structurally unique allylic Pd(II) intermediate was isolated and characterized. DFT calculation and control experiments demonstrated that a rare Pd(0) carbene intermediate could be involved in this reaction. Moreover, the polysubstituted butadienes as novel building blocks were unprecedentedly assembled into macrocycles, which efficiently inhibited the P-glycoprotein and dramatically reversed multidrug resistance in cancer cells by 190-fold.

Synthesis of 2-Aminoazoles from Thioesters via α-Heterosubstituted Ketones by Copper-Mediated Cross-Coupling

Facile synthesis of a variety of α-heterosubstituted ketones under mild conditions was achieved by copper-mediated cross-coupling of thioesters with functionalized organostannanes. Application of this coupling methodology provided a concise pathway for the conversion of carboxylic acids to 2-aminoimidazoles, 2-aminothiazoles, and 2-aminooxazoles via thioesters in practical yields.