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CAS

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DL-PHENYLALANINE METHYL ESTER HYDROCHLORIDE is an amino acid derivative that exists in two enantiomeric forms, D and L, and is commonly used in various applications due to its unique properties. It is characterized by the presence of a methyl ester group and a hydrochloride counterion, which contribute to its solubility and reactivity in different chemical environments.

5619-07-8

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5619-07-8 Usage

Uses

Used in Pharmaceutical Industry:
DL-PHENYLALANINE METHYL ESTER HYDROCHLORIDE is used as an active pharmaceutical ingredient for the development of various medications. Its role in the synthesis of drugs and its potential therapeutic effects make it a valuable component in the creation of new pharmaceuticals.
Used in Food Industry:
DL-PHENYLALANINE METHYL ESTER HYDROCHLORIDE is used as a flavor enhancer and a building block for the synthesis of other flavor compounds in the food industry. Its ability to contribute to the taste and aroma of various food products makes it an important ingredient in the development of new and improved food items.

Check Digit Verification of cas no

The CAS Registry Mumber 5619-07-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,1 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 5619-07:
(6*5)+(5*6)+(4*1)+(3*9)+(2*0)+(1*7)=98
98 % 10 = 8
So 5619-07-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H13NO2.ClH/c1-13-10(12)9(11)7-8-5-3-2-4-6-8;/h2-6,9H,7,11H2,1H3;1H

5619-07-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A12758)  DL-Phenylalanine methyl ester hydrochloride, 98%   

  • 5619-07-8

  • 5g

  • 604.0CNY

  • Detail
  • Alfa Aesar

  • (A12758)  DL-Phenylalanine methyl ester hydrochloride, 98%   

  • 5619-07-8

  • 25g

  • 2369.0CNY

  • Detail
  • Alfa Aesar

  • (A12758)  DL-Phenylalanine methyl ester hydrochloride, 98%   

  • 5619-07-8

  • 100g

  • 7573.0CNY

  • Detail

5619-07-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 2-amino-3-phenylpropanoate hydrochloride

1.2 Other means of identification

Product number -
Other names DL-Phenylalanine, methyl ester, hydrochloride

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:5619-07-8 SDS

5619-07-8Relevant articles and documents

Synthesis of a novel category of pseudo-peptides using an Ugi three-component reaction of levulinic acid as bifunctional substrate, amines, and amino acid-based isocyanides

Khalesi, Maryam,Halimehjani, Azim Ziyaei,Martens, Jürgen

, p. 852 - 857 (2019)

The synthesis of a novel category of pseudo-peptides via intramolecular Ugi reaction of levulinic acid (4-oxopentanoic acid), aromatic and aliphatic amines, and amino acid-based isocyanides is reported. Levulinic acid was applied as a bifunctional substrate containing both carbonyl and acid moieties suitable for the Ugi reaction. This article provides a facile and convenient one-pot procedure for the synthesis of peptide-like heterocyclic molecules containing 2-pyrrolidone (γ-lactam), amide and ester functional groups with good to excellent yields.

Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts

Kervefors, Gabriella,Kersting, Leonard,Olofsson, Berit

supporting information, p. 5790 - 5795 (2021/03/08)

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsymmetric diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Chiral polycyclic tropane compound as well as preparation method and application thereof

-

Paragraph 0110-0113, (2021/08/25)

The invention provides a chiral polycyclic tropane compound as well as a preparation method and application thereof. The invention specifically relates to a tropane compound shown as a formula I, or a salt thereof, or a stereoisomer thereof, or a crystal form thereof, and a preparation method and application thereof. The preparation method disclosed by the invention is simple in process, mild in reaction condition and high in yield, and the obtained product has excellent enantioselectivity and diastereoselectivity. Experiments prove that the tropane compound can effectively inhibit various tumor cells, especially lung cancer cells, melanoma cells, breast cancer cells, in-situ pancreatic cancer cells and pancreatic cancer cells, so that the compound has a wide prospect in preparation of drugs for preventing and/or treating tumors.

Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines

Decuyper, Lena,Juki?, Marko,Sosi?, Izidor,Amoroso, Ana Maria,Verlaine, Olivier,Joris, Bernard,Gobec, Stanislav,D'hooghe, Matthias

supporting information, p. 51 - 55 (2019/11/28)

Monocyclic β-lactams revive the research field on antibiotics, which are threatened by the emergence of resistant bacteria. A six-step synthetic route was developed, providing easy access to new 3-amino-1-carboxymethyl-4-phenyl-β-lactams, of which the penicillin-binding protein (PBP) inhibitory potency was demonstrated biochemically.

Bioinspired Radical Stetter Reaction: Radical Umpolung Enabled by Ion-Pair Photocatalysis

Morack, Tobias,Mück-Lichtenfeld, Christian,Gilmour, Ryan

supporting information, p. 1208 - 1212 (2019/01/04)

A bioinspired, intermolecular radical Stetter reaction of α-keto acids and aldehydes is disclosed that is contingent on a formal “radical umpolung” concept. Enabled by secondary amine activation, electrostatic recognition ensures that the α-ketocarboxylic acids, which function as latent acyl radicals, are proximal to the in situ generated iminium salts. This photoactive contact ion pair is an electron donor–acceptor (EDA) complex, and undergoes facile single electron transfer (SET) and rapid decarboxylation prior to radical–radical recombination. Importantly, decarbonylation is mitigated by this strategy. The initial computational validation on which the process is predicated matches closely with experiment. Synergising organo- and photocatalysis activation principles finally expands the mechanistic and synthetic scope of the classic Stetter reaction to include α,β-unsaturated aldehydes as acceptors.

Controllable Intramolecular Unactivated C(sp3)-H Amination and Oxygenation of Carbamates

Guo, Qihang,Ren, Xiang,Lu, Zhan

supporting information, p. 880 - 884 (2019/05/16)

Dual catalyst-controlled intramolecular unactivated C(sp3)-H amination and oxygenation of carbamates merging visible-light photocatalysis and earth-abundant transition metal catalysis have been reported. Useful amino alcohol and diol derivatives could be selectively obtained from readily available tertiary alcohol derivatives. The possible mechanisms have been proposed via a 1,5-HAT process followed by Lewis acid-controlled cyclization. The nickel and zinc catalysts inhibit the formation of oxygenation and amination products, respectively. An interesting phenomenon of chirality transfer is also observed.

Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives

Wang, Tianli,Yu, Zhaoyuan,Hoon, Ding Long,Phee, Claire Yan,Lan, Yu,Lu, Yixin

supporting information, p. 265 - 271 (2016/01/25)

Phosphine-catalyzed regiodivergent enantioselective C-2- and C-4-selective γ-additions of oxazolones to 2,3-butadienoates have been developed. The C-4-selective γ-addition of oxazolones occurred in a highly enantioselective manner when 2-aryl-4-alkyloxazol-5-(4H)-ones were employed as pronucleophiles. With the employment of 2-alkyl-4-aryloxazol-5-(4H)-ones as the donor, C-2-selective γ-addition of oxazolones took place in a highly enantioselective manner. The C-4-selective adducts provided rapid access to optically enriched α,α-disubstituted α-amino acid derivatives, and the C-2-selective products led to facile synthesis of chiral N,O-acetals and γ-lactols. Theoretical studies via DFT calculations suggested that the origin of the observed regioselectivity was due to the distortion energy that resulted from the interaction between the nucleophilic oxazolide and the electrophilic phosphonium intermediate.

A new type of chiral-pyridoxamines for catalytic asymmetric transamination of α-keto acids

Chen, Jianfeng,Zhao, Junyu,Gong, Xing,Xu, Dongfang,Zhao, Baoguo

supporting information, p. 4612 - 4615 (2016/09/23)

A new type of chiral pyridoxamines bearing an adjacent chiral stereocenter has been developed via multi-step synthesis. The pyridoxamines displayed catalytic activity in asymmetric transamination of α-keto acids to give a variety of optically active amino acids in 27–78% yields with 34–62% ee's under very mild conditions. This work provides a synthetic strategy to construct new chiral pyridoxamines using bromopyridine 7 as a key synthon and also represents an early example of the applications of chiral pyridoxamines in asymmetric catalysis.

A PRODUCING METHOD OF D-FORM OR L-FORM AMINO ACID DERIVATIVES HAVING A THIOL GROUP

-

Paragraph 0152; 0153, (2016/10/31)

This invention provides a producing method of an optical active D-form and/or L-form amino acid having a thiol group on its side chain by a simple method with good yield. This invention provides a producing method of an amino acid derivative having a thiol group on its side chain, and an intermediate thereof, wherein the producing method is characterized by producing an intermediate composition comprising a D-form and L-form of amino acid derivate having a thiol group at β -position, reacting D- or L-amino acid selective hydrolytic enzyme, and isolating the hydrolyzed D- or L-amino acid derivative.

Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide

Henry, Lucas,Schneider, Christoph,Mützel, Benedict,Simpson, Peter V.,Nagel, Christoph,Fucke, Katharina,Schatzschneider, Ulrich

supporting information, p. 15692 - 15695 (2015/02/19)

The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a "masked" alkyne equivalent with [Mn(N3)(bpy CH3,CH3)(CO)3] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to the metal moiety via a N-2-coordinated triazolate formed in a cycloaddition-retro-Diels-Alder (crDA) reaction sequence, in a novel approach to bioorthogonal coupling reactions based on metal-centered reactivity.

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