3154-54-9

Basic information

• Product Name: N-FORMYLGLYCINE METHYL ESTER
• Synonyms: N-FORMYLGLYCINE METHYL ESTER;Glycine, N-forMyl-,Methyl ester;Methyl 2-forMaMidoacetate;For-Gly-OMe
• CAS NO: 3154-54-9
• Molecular Formula: C₄H₇NO₃
• Molecular Weight: 117.1
• Product Categories: Amino Acid Derivatives;Glycine;Peptide Synthesis
• Mol File: 3154-54-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 29-31 °C
• Boiling Point: 90 °C0.2 mm Hg(lit.)
• Flash Point: 122.5oC
• Appearance: /
• Density: 1.124g/cm3
• Vapor Pressure: 0.00415mmHg at 25°C
• Refractive Index: 1.415
• Storage Temp.: 2-8°C
• PKA: 14.51±0.23(Predicted)
• BRN: 1098883
• CAS DataBase Reference: N-FORMYLGLYCINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-FORMYLGLYCINE METHYL ESTER(3154-54-9)
• EPA Substance Registry System: N-FORMYLGLYCINE METHYL ESTER(3154-54-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 3154-54-9(Hazardous Substances Data)

Usage

General Description

N-Formylglycine methyl ester is a chemical compound with the molecular formula C4H7NO3 and a molar mass of 117.1 g/mol. It is a derivative of glycine, an essential amino acid, and is commonly used as a reagent in organic synthesis. N-Formylglycine methyl ester is known for its ability to undergo various chemical reactions, including esterification, oxidation, and amidation. It is also used as a building block in the synthesis of pharmaceuticals and agrochemicals. N-FORMYLGLYCINE METHYL ESTER has potential applications in the pharmaceutical and biotechnology industries, making it an important compound in organic chemistry.

InChI:InChI=1/C4H7NO3/c1-8-4(7)2-5-3-6/h3H,2H2,1H3,(H,5,6)

Upstream product

• 19427-28-2 N-formyl-L-aspartic acid 
• 616-34-2 methoxycarbonylmethylamine 
• 107-31-3 Methyl formate 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 109-94-4 formic acid ethyl ester 
• 77287-34-4 formamide 
• 64-18-6 formic acid 
• 67-56-1 methanol 
• 56-40-6 glycine 
• 186581-53-3 diazomethane 
• 2491-15-8 formylglycine 
• 141-53-7 sodium formate 
• 108-24-7 acetic anhydride 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 39687-95-1 isocyanoacetic acid methyl ester 
• 79722-79-5 (Z)-N-formyl-α,β-dehydrotryptophan methyl ester 
• 40868-95-9 N-formyl-glycine hydrazide 
• 105-34-0 methyl 2-cyanoacetate 
• 57332-70-4 methyl 2-thioxo-1,3-dihydroimidazole-4-carboxylate 

Relevant articles and documents

Silver-Catalyzed Acyl Nitrene Transfer Reactions Involving Dioxazolones: Direct Assembly of N-Acylureas

Dioxazolones and isocyanides are useful synthetic building blocks, and have attracted significant attention from researchers. However, the silver-catalyzed nitrene transfer reaction of dioxazolones has not been investigated to date. Herein, a silver-catalyzed acyl nitrene transfer reaction involving dioxazolones, isocyanides, and water was realized in the presence of Ag2O to afford a series of N-acylureas in moderate to good yields.

Multicomponent Ugi Reaction of Indole- N-carboxylic Acids: Expeditious Access to Indole Carboxamide Amino Amides

A novel multicomponent Ugi-type reaction for the synthesis of indole carboxamide amino amides from aldehydes, amines, isocyanides, and indole-N-carboxylic acids, which were simply prepared from indoles and CO2, is described. This method provides an expeditious and practical access to indole tethered peptide units, along with the achievement of remarkable structural diversity and brevity. Gram-scale reaction was conducted to demonstrate the scalability, and the products could be transformed to new indole derivatives.

4,5-Disubstituted N-Methylimidazoles as Versatile Building Blocks for Defined Side-Chain Introduction

Fungerin is a 1,4,5-trisubstituted imidazole natural product characterised by a broad spectrum of antifungal activities. We planned to develop flexible strategies to access to such compounds. Imidazoles bearing suitable anchor groups at C-4 and C-5 allow the introduction of various substituted side-chains, generating libraries of fungerin derivatives for biological tests. Starting from commercially available reactants, two N-methyl 4,5-substituted imidazole core units were synthesised. Derivatives of type 1 contained two orthogonally protected C-1 anchors. Selective side-chain introduction was achieved through a sequence of Grignard coupling at C-5 to replace a tosylate and a Horner olefination through an aldehyde attached to C-4. Two target fungerin derivatives were synthesised. Since the organometallic substitution of the C-5-CH2-positioned leaving group proved to suffer from limitations concerning potential competing side-reactions, a type 2 imidazole core was built up. These structures had a halogen centre at C-4 and a hydroxyethyl anchor at C-5. Now, selective side-chain introduction allowed us to use Julia olefination to form the allyl side-chain at C-5 and Heck reactions to introduce the C-4 acryl substituents. Eight derivatives, including fungerin, were synthesised by this latter strategy, without producing any regioisomers. The second approach had the advantage that various side-chains could be coupled at C-4 and C-5 in two final steps. Thus, this strategy represents a versatile way to build up libraries of fungerin derivatives for biological testing.