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Methyl N-phenylglycinate, also known as N-methyl glycine phenyl ester, is an organic compound with the chemical formula C9H11NO2. It is a white crystalline solid that is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. Derived from the amino acid glycine and featuring a methyl group attached to the nitrogen atom, this versatile compound has a wide range of applications across different industries.

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  • 23284-84-6 Structure
  • Basic information

    1. Product Name: Methyl N-phenylglycinate
    2. Synonyms: Methyl N-phenylglycinate;N-Phenyl-glycine methyl ester
    3. CAS NO:23284-84-6
    4. Molecular Formula: C9H11NO2
    5. Molecular Weight: 165.18914
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 23284-84-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Room Temperature, under inert atmosphere
    8. Solubility: Acetonitrile (Slightly), DMSO (Slightly)
    9. CAS DataBase Reference: Methyl N-phenylglycinate(CAS DataBase Reference)
    10. NIST Chemistry Reference: Methyl N-phenylglycinate(23284-84-6)
    11. EPA Substance Registry System: Methyl N-phenylglycinate(23284-84-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 23284-84-6(Hazardous Substances Data)

23284-84-6 Usage

Uses

Used in Pharmaceutical Industry:
Methyl N-phenylglycinate is used as a precursor in the production of pharmaceuticals for its ability to be synthesized into various medicinal compounds, contributing to the development of new drugs and therapies.
Used in Cosmetic and Food Industries:
Methyl N-phenylglycinate is used as a fragrance and flavor ingredient in the cosmetic and food industries, enhancing the sensory experience of products by providing specific scents and tastes.
Used in Agrochemical Industry:
Methyl N-phenylglycinate is used as an intermediate in the synthesis of insecticides and herbicides, playing a crucial role in the development of effective pest control solutions for agriculture.
It is important to handle and store Methyl N-phenylglycinate with care, as it may pose health and environmental hazards if not properly managed.

Check Digit Verification of cas no

The CAS Registry Mumber 23284-84-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,2,8 and 4 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 23284-84:
(7*2)+(6*3)+(5*2)+(4*8)+(3*4)+(2*8)+(1*4)=106
106 % 10 = 6
So 23284-84-6 is a valid CAS Registry Number.

23284-84-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-phenylglycine methyl ester

1.2 Other means of identification

Product number -
Other names Glycine, N-phenyl-, methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:23284-84-6 SDS

23284-84-6Relevant articles and documents

Discovery of 2-oxopiperazine dengue inhibitors by scaffold morphing of a phenotypic high-throughput screening hit

Kounde, Cyrille S.,Yeo, Hui-Quan,Wang, Qing-Yin,Wan, Kah Fei,Dong, Hongping,Karuna, Ratna,Dix, Ina,Wagner, Trixie,Zou, Bin,Simon, Oliver,Bonamy, Ghislain M.C.,Yeung, Bryan K.S.,Yokokawa, Fumiaki

, p. 1385 - 1389 (2017)

A series of 2-oxopiperazine derivatives were designed from the pyrrolopiperazinone cell-based screening hit 4 as a dengue virus inhibitor. Systematic investigation of the structure-activity relationship (SAR) around the piperazinone ring led to the identification of compound (S)-29, which exhibited potent anti-dengue activity in the cell-based assay across all four dengue serotypes with EC50??0.1?μM. Cross-resistant analysis confirmed that the virus NS4B protein remained the target of the new oxopiperazine analogs obtained via scaffold morphing from the HTS hit 4.

Acid-catalyzed chemodivergent reactions of 2,2-dimethoxyacetaldehyde and anilines

Guo, Luxia,Chen, Zihao,Zhu, Hongmei,Li, Minghao,Gu, Yanlong

supporting information, p. 1419 - 1422 (2020/11/12)

Chemodivergent reactions of 2,2-dimethoxyacetaldehyde and anilines were described, which were established on the basis of either a C[sbnd]C bond cleavage or a rearrangement process of a reaction intermediate. These reactions proceeded in a condition-determined manner with good functional group tolerance. In the first model, 2,2-dimethoxyacetaldehyde reacted with aniline to form a new C[sbnd]N bond, in the presence of O2, via a C[sbnd]C bond cleavage reaction. However, in the second model, by performing the reaction in the absence of O2, Heyns rearrangement occurred and generated a new C[sbnd]O bond to form methyl phenylglycinate. Such condition-determined reactions not only offered the new way for value-added conversion of biomass-derived platform molecule, 2, 2-dimethoxyacetaldehyde, but also provided efficient methods for the synthesis of N-arylformamides and methyl phenylglycinates.

Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions

Song, Yang,Zhang, Hao,Guo, Jiabao,Shao, Yifei,Ding, Yuzhou,Zhu, Li,Yao, Xiaoquan

, p. 5914 - 5921 (2021/11/22)

In this work, a visible-light-induced oxidative α-alkylation of glycine derivatives with ethers has been developed in the presence of catalytic Eosin Y. Under the blue light of a 3 W LED, a range of α-etherized glycine derivatives, including α-amino esters, α-amino ketones and α-amino amides, were achieved with good to excellent yields and functional group tolerance with tert-butyl hydroperoxide (TBHP) as oxidant at ambient temperature. The operationally easy procedure provides an economical, metal-free, and mild alternative for the synthesis of the α-etherized glycine derivatives.

Unnatural α-Amino Acid Synthesized through α-Alkylation of Glycine Derivatives by Diacyl Peroxides

Tian, Hao,Xu, Wentao,Liu, Yuxiu,Wang, Qingmin

supporting information, p. 5005 - 5008 (2020/07/04)

We have developed a protocol for catalyst- and additive-free α-alkylation reactions of glycine derivatives with diacyl peroxides, which proceed by a pathway involving addition of alkyl radicals to imine intermediates. The diacyl peroxide substrate acts as both alkylation agent and oxidizing agent, which means it is atom-economical. It was applied to various glycine derivatives, dipeptides, and a 3,4-dihydroquinoxalin-2(1H)-one derivative and could be carried out on a gram scale, indicating its utility for late-stage functionalization.

Al(OTf)3-Catalyzed Tandem Coupling Reaction between N,N-Disubstituted Aminomalonitriles and Substituted Arenes: a Synthesis of 1-Cyano-bisindolylmethane Analogues≠

Lei, Lin-Sheng,Wang, Bo-Wen,Jin, Da-Ping,Gao, Zhu-Peng,Huan-Liang,Wang, Shao-Hua,Xu, Xue-Tao,Zhang, Kun,Zhang, Xiao-Yun

supporting information, p. 2870 - 2875 (2020/06/17)

A synthesis of 1-cyano-bisindolylmethane analogues via an Al(OTf)3-catalyzed tandem coupling reaction between N,N-disubstituted aminomalonitriles and substituted arenes has been developed. This method not only provides an alternative synthetic strategy for the synthesis of corresponding functional molecules, but also enriches the volume of bisarylmethanes library to facilitate related functional studies. (Figure presented.).

Identification, structure modification, and characterization of potential small-molecule SGK3 inhibitors with novel scaffolds

Gong, Grace Qun,Wang, Ke,Dai, Xin-Chuan,Zhou, Yan,Basnet, Rajesh,Chen, Yi,Yang, De-Hua,Lee, Woo-Jeong,Buchanan, Christina Maree,Flanagan, Jack Urquhart,Shepherd, Peter Robin,Chen, Ying,Wang, Ming-Wei

, p. 1902 - 1912 (2018/07/31)

The serum and glucocorticoid-regulated kinase (SGK) family has been implicated in the regulation of many cellular processes downstream of the PI3K pathway. It plays a crucial role in PI3K-mediated tumorigenesis, making it a potential therapeutic target for cancer. SGK family consists of three isoforms (SGK1, SGK2, and SGK3), which have high sequence homology in the kinase domain and similar substrate specificity with the AKT family. In order to identify novel compounds capable of inhibiting SGK3 activity, a high-throughput screening campaign against 50,400 small molecules was conducted using a fluorescence-based kinase assay that has a Z' factor above 0.5. It identified 15 hits (including nitrogen-containing aromatic, flavone, hydrazone, and naphthalene derivatives) with IC50 values in the low micromolar to sub-micromolar range. Four compounds with a similar scaffold (i.e., a hydrazone core) were selected for structural modification and 18 derivatives were synthesized. Molecular modeling was then used to investigate the structure-activity relationship (SAR) and potential protein–ligand interactions. As a result, a series of SGK inhibitors that are active against both SGK1 and SGK3 were developed and important functional groups that control their inhibitory activity identified.

Iron-catalyzed direct α-arylation of α-amino carbonyl compounds with indoles

Zhang, Yan,Ni, Minjie,Feng, Bainian

supporting information, p. 1550 - 1554 (2016/02/10)

A mild and general α-arylation of α-amino carbonyls with indoles catalyzed by Fe(ClO4)3 has been developed. C-H activation is smoothly fulfilled by using TBHP as the oxidant with good yields. Two hydrogen dissociations make this transformation more environmentally benign because of high atom efficiency.

Room temperature N-arylation of amino acids and peptides using copper(i) and β-diketone

Sharma, Krishna K.,Sharma, Swagat,Kudwal, Anurag,Jain, Rahul

supporting information, p. 4637 - 4641 (2015/04/27)

A mild and efficient method for the N-arylation of zwitterionic amino acids, amino acid esters and peptides is described. The procedure provides the first room temperature synthesis of N-arylated amino acids and peptides using CuI as a catalyst, diketone as a ligand, and aryl iodides as coupling partners. The method is equally applicable for using relatively inexpensive aryl bromides as coupling partners at 80 °C. Using this procedure, electronically and sterically diverse aryl halides, containing reactive functional groups were efficiently coupled in good to excellent yields.

Transition-metal-free decarboxylation of dimethyl malonate: An efficient construction of α-amino acid esters using TBAI/TBHP

Zhang, Jie,Shao, Ying,Wang, Yaxiong,Li, Huihuang,Xu, Dongmei,Wan, Xiaobing

, p. 3982 - 3987 (2015/03/30)

A transition-metal-free decarboxylation coupling process for the preparation of α-amino acid esters, which succeeded in merging hydrolysis/decarboxylation/nucleophilic substitution, is well described. This strategy uses commercially available inexpensive starting materials, catalysts and oxidants and has a wide substrate scope and operational simplicity. This journal is

Synthesis of the novel tetrahydropyrazolo[3,4- c ]pyridin-5-one scaffold

Howe, Nicholas J.,Blades, Kevin,Lamont, Gillian M.

supporting information, p. 228 - 232 (2015/03/03)

We report an efficient synthesis of the novel 1,4,6,7-tetra-hydropyrazolo[3,4-c]pyridin-5-one scaffold with the potential for incorporation of alkyl or aryl substituents at the C-3 and N-6 positions. The route utilises a Dieckmann condensation to install the lactam ring, followed by a hydrazine cyclisation to build the fused pyrazole ring.

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