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Vinylglycine, with the molecular formula C4H11NO2, is a chemical compound derived from the amino acid glycine. It is recognized for its ability to inhibit the biosynthesis of methionine, an essential amino acid, and has potential applications in both pharmaceutical and agrochemical industries.

56512-51-7

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56512-51-7 Usage

Uses

Used in Pharmaceutical Industry:
Vinylglycine is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its capacity to inhibit methionine biosynthesis makes it a potential agent for controlling methionine-dependent tumors, offering a novel approach to cancer treatment.
Used in Agrochemical Industry:
While vinylglycine's impact on plants is primarily negative due to its toxicity, its use in agrochemicals can be strategic for controlling the growth of certain plants or pests. However, it is crucial to manage its application to prevent detrimental effects on agricultural crops and the environment.
Used in Neurodegenerative Disease Research:
Vinylglycine has been studied for its potential role in the treatment of neurodegenerative diseases. Its mechanism of action, related to methionine metabolism, suggests it may have therapeutic benefits in managing or treating such conditions, although further research is necessary to confirm its efficacy and safety in this context.

Check Digit Verification of cas no

The CAS Registry Mumber 56512-51-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,5,1 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 56512-51:
(7*5)+(6*6)+(5*5)+(4*1)+(3*2)+(2*5)+(1*1)=117
117 % 10 = 7
So 56512-51-7 is a valid CAS Registry Number.

56512-51-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(ethenylamino)acetic acid

1.2 Other means of identification

Product number -
Other names DL-Vinylglycine

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:56512-51-7 SDS

56512-51-7Relevant articles and documents

Enantioselective synthesis of α-alkenyl α-amino acids via N-H insertion reactions

Guo, Jun-Xia,Zhou, Ting,Xu, Bin,Zhu, Shou-Fei,Zhou, Qi-Lin

, p. 1104 - 1108 (2016/02/09)

A new highly enantioselective route to α-alkenyl α-amino acid derivatives, which are important naturally occurring compounds with attractive bioactivity and synthetic utility, was developed using a N-H insertion reaction of vinyldiazoacetates and tert-butyl carbamate cooperatively catalyzed by achiral dirhodium(ii) carboxylates and chiral spiro phosphoric acids under mild, neutral conditions. This reaction has a broad substrate scope, a fast reaction rate (turnover frequency > 6000 h-1), a high yield (61-99%), and excellent enantioselectivity (83-98% ee). The chiral spiro phosphoric acid, which is proposed to realize the enantioselectivity of the insertion reaction by promoting the proton transfer of a ylide intermediate by acting as a chiral proton shuttle catalyst, can suppress several usual side reactions of vinyldiazoacetates and broaden the applications of these versatile carbene precursors in organic synthesis. To our knowledge, it is the first highly enantioselective carbene insertion reaction of vinyldiazoacetates with heteroatom-hydrogen bonds in which the heteroatom has lone-pair electrons.

Simple Synthesis of L- and D-Vinylglycine (2-Aminobut-3-enoic Acid) and Related Amino Acid

Hallinan, Keith O.,Crout, David H. G.,Errington, William

, p. 3537 - 3544 (2007/10/02)

A three-step synthesis of vinylglycine 1 has been developed using a readily available starting material (but-3-enenitrile 2), based on the Neber rearrangement of the corresponding N-chloroimidate, and using cheap, convenient reagents.Also described is a convenient optical resolution of the N-tert-butoxycarbonyl derivative by papain-catalysed enantioselective esterifucation in a two-phase system.From the optically active amino acid, related amino acids obtained via epoxidation, dihydroxylation and cyclopropanation have been prepared.The related β,γ-unsaturated amino acids (E)-2-aminopent-3-enoic acid 20 and (E)-2-amino-3-methylpent-3-enoic acid 22 have been synthesised using the same approach.

Polyenolates of unsaturated carboxylic acids in synthesis. Synthesis of unsaturated α-amino acids and γ-hydrazino acids

Aurell,Gil,Martinez,Parra,Tortajada,Mestres

, p. 1833 - 1839 (2007/10/02)

Regioselective reaction of lithium diene- and triene-diolates 1 and 2 with o-diphenylphosphinyl hydroxylamine affords unsaturated α-amino acids 3 and 4. Addition to DEAD leads selectively to γ-hydrazino unsaturated acids 5 and 6.

ENANTIOSELECTIVE ELECTROPHILIC BOND CONSTRUCTION TO THE α-CARBON OF α-AMINOACIDS

Duhamel, Lucette,Duhamel, Pierre,Fouquay, Stephane,Eddine, Jamal Jamal,Peschard, Olivier,et al.

, p. 5495 - 5506 (2007/10/02)

In this report, we describe three possibilities for aminoacid synthesis using an enantioselective electrophilic process.Thus, enantioselective carboxylation, alkylation and protonation of Schiff bases yield optically active aminoacids with e.e. up to 76percent.

Allylic Selenides in Organic Synthesis: New Methods for the Synthesis of Allylic Amines

Shea, Regan G.,Fitzner, Jeffrey N.,Fankhauser, John E.,Spaltenstein, Andreas,Carpino, Philip A.,et al.

, p. 5243 - 5252 (2007/10/02)

Oxidative rearrangement of allylic selenides in the presence of various amine nucleophiles provides synthetic access to a variety of allylic amine derivatives.The stereochemical outcome of these reactions has been investigated, and is consistent with a -sigmatropic rearrangement mechanism.Several D-α-amino acids and racemic β,γ-unsaturated α-amino acids were prepared in this manner.A variant of this process employing an achiral allylic selenide and chiral amide afforded protected allylic amines in low diastereoisomeric excess.

Synthesis of Protected Racemic β,γ-Unsaturated-α-Amino Acids via γ-Phenylseleno-α,β-Unsaturated Esters

Fitzner, Jeffrey N.,Pratt, Daniel V.,Hopkins, Paul B.

, p. 1959 - 1962 (2007/10/02)

Oxidative rearrangement of γ-phenylseleno-α,β-unsaturated esters (1) with the N-chlorosuccinimide/N,N-diisopropylethylamine/alkyl carbamate reagent combination affords preparatively useful yields of protected β,γ-unsaturated-α-amino acids (2).

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