57085-27-5

Basic information

• Product Name: N-formyl-L-tyrosine methyl ester
• Synonyms: N-formyl-L-tyrosine methyl ester
• CAS NO: 57085-27-5
• Molecular Weight: 223.229
• Mol File: 57085-27-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-formyl-L-tyrosine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-formyl-L-tyrosine methyl ester(57085-27-5)
• EPA Substance Registry System: N-formyl-L-tyrosine methyl ester(57085-27-5)

Safety Data

• Hazardous Substances Data: 57085-27-5(Hazardous Substances Data)

Upstream product

• 32978-00-0 Isopropenyl formate 
• 1080-06-4 L-Tyr-OMe 
• 19427-28-2 N-formyl-L-aspartic acid 
• 64-18-6 formic acid 
• 60-18-4 L-tyrosine 
• 16712-16-6 ammonium formate 

Downstream Products

• 107589-80-0 (S)-3-(3,5-Dibromo-4-hydroxy-phenyl)-2-[(S)-3-(3,5-dibromo-4-hydroxy-phenyl)-2-formylamino-propionylamino]-propionic acid methyl ester 
• 111168-34-4 (3S,6S)-3,6-Bis-(3,5-dibromo-4-hydroxy-benzyl)-piperazine-2,5-dione 
• 83858-82-6 (+)-piperazinomycin 
• 107589-79-7 N-formyl-3,5-dibromotyrosine 
• 61039-29-0 3,5-dibromotyrosine methyl ester hydrochloride 
• 84885-57-4 hazimycin factor 5 
• 84885-57-4 hazimycin factor 6 
• 107589-78-6 N-formyl-3,5-dibromotyrosine methyl ester 
• 121037-28-3 For-Tyr-Arg-OProp 
• 122774-37-2 For-Tyr-Ala-OProp 
• 122774-38-3 For-Tyr-Ala-OH 
• 99168-59-9 N-formyl-L-tyrosine hydrazide 

Relevant articles and documents

Elucidating the Reaction Pathway of Decarboxylation-Assisted Olefination Catalyzed by a Mononuclear Non-Heme Iron Enzyme

Installation of olefins into molecules is a key transformation in organic synthesis. The recently discovered decarboxylation-assisted olefination in the biosynthesis of rhabduscin by a mononuclear non-heme iron enzyme (P.IsnB) represents a novel approach in olefin construction. This method is commonly employed in natural product biosynthesis. Herein, we demonstrate that a ferryl intermediate is used for C-H activation at the benzylic position of the substrate. We further establish that P.IsnB reactivity can be switched from olefination to hydroxylation using electron-withdrawing groups appended on the phenyl moiety of the analogues. These experimental observations imply that a pathway involving an initial C-H activation followed by a benzylic carbocation species or by electron transfer coupled β-scission is likely utilized to complete C=C bond formation.

Indium-catalyzed N -formylation of amines under solvent-free conditions

We have developed a simple, mild method for N-formylation of a wide variety of amines in the presence of indium metal as a catalyst under solvent-free conditions. This reaction is applicable to the chemoselective N-formylation of amino groups and -amino acid esters without epimerization. Georg Thieme Verlag Stuttgart.

THE TRANSFORMYLATION REACTION - TRANSFER OF AN N-FORMYL RESIDUE IN AMINO ACID AND PEPTIDE DERIVATIVES TO NUCLEOPHILIC GROUPS - AS A SIDE REACTION OF PEPTIDE SYNTHESIS

In the course of a study of the enzymatic synthesis of peptides from N-formylamino acids, the transfer of a formyl group to nucleophilic acceptors present in the aqueous-organic reaction medium - amino acid esters, peptides, and aromatic amines - has been detected, and this to the greater degree the higher the nucleophilicity of the acceptor.The transfer of a formyl group from a number of formylamino acids and formylpeptides to phenylalanine methyl ester has been studied.A fall in the yield of the transformylation reaction on passing from formyl derivatives with a free carboxy group to formyl peptides or esterified formylamino acids has been found.No transfer of an acetyl group was observed under these conditions.On the use of formyl derivatives in peptide synthesis the possibility of the occurrence of the transformylation reaction and the resulting appearance of by-products must be taken into account.Key words: peptide; enzymatic synthesis; transformylation.