4-Nitro-L-phenylalanine Methyl Ester Hydrochloride

Base Information

• Chemical Name: 4-Nitro-L-phenylalanine Methyl Ester Hydrochloride
• CAS No.: 17193-40-7
• Molecular Formula: C10H13ClN2O4
• Molecular Weight: 260.677
• Hs Code.: 29225090
• European Community (EC) Number: 605-624-2
• DSSTox Substance ID: DTXSID00471074
• Mol file: 17193-40-7.mol

Synonyms:17193-40-7;4-Nitro-L-phenylalanine Methyl Ester Hydrochloride;H-Phe(4-NO2)-OMe.HCl;4-Nitro-L-phenylalanine methyl ester HCl;(S)-4-NITROPHENYLALANINE METHYL ESTER HYDROCHLORIDE;(S)-methyl 2-amino-3-(4-nitrophenyl)propanoate hydrochloride;(S)-(+)-4-Nitrophenylalanine methyl ester hydrochloride;L-Phenylalanine, 4-nitro-, methyl ester, monohydrochloride;p-Nitrophenylalanine methyl ester hydrochloride;MFCD00135754;L-4-Nitrophenylalanine methyl ester, HCl;methyl (2S)-2-amino-3-(4-nitrophenyl)propanoate, chloride;L-4-Nitrophenylalanine methyl ester hydrochloride;methyl (2S)-2-amino-3-(4-nitrophenyl)propanoate;hydrochloride;H-Phe(4'-NO2)-OMe HCl;Methyl (2S)-2-amino-3-(4-nitrophenyl)propanoate Hydrochloride;BTHMRXRBXYHLRA-FVGYRXGTSA-N;L-4-Nitrophenylalaninemethylesterhydrochloride;Methyl 4-nitro-L-phenylalaninate hydrochloride;SCHEMBL240404;DTXSID00471074;AKOS015845829;AKOS015891210;AKOS025395655;AC-3475;AM83109;CS-W002416;HY-W002416;AS-17441;A3787;N0878;4-nitrophenylalanine methylester hydrochloride;4-Nitrophenylaianine Methyl Ester Hydrochloride;4-Nitrophenylalanine methyl ester hydrochloride;Methyl-4-Nitro-L-Phenylalanate Monohydrochloride;p-nitro-L-phenylalanine methyl ester hydrochloride;J-010782;Methyl 4-nitro-L-phenylalaninate hydrochloride (1:1);4-nitro-l-phenylalanine methyl ester hydrochloride salt;Methyl 4-nitro-L-phenylalaninate--hydrogen chloride (1/1);(S)-(+)-4-Nitrophenylalanine methyl ester hydrochloride, 97%;methyl(2S)-2-amino-3-(4-nitrophenyl)propanoate hydrochloride

Chemical Property of 4-Nitro-L-phenylalanine Methyl Ester Hydrochloride

Chemical Property:

• Vapor Pressure: 2.29E-05mmHg at 25°C
• Melting Point: 210-214 °C
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 171.5 °C
• PSA: 98.14000
• LogP: 2.66310
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 260.0563846
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-L-phenylalanine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: R22:Harmful if swallowed.
• Statements: 22-43-36
• Safety Statements: 22-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=C(C=C1)[N+](=O)[O-])N.Cl
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=C(C=C1)[N+](=O)[O-])N.Cl
• Uses: 4-Nitro-L-Phenylalanine Methyl Ester Hydrochloride, is an intermediate in the synthesis of various pharmaceutical compounds. It can be used for the preparation of Matijing-Su derivatives as potent anti-HBV agents.

Technology Process of 4-Nitro-L-phenylalanine Methyl Ester Hydrochloride

There total 19 articles about 4-Nitro-L-phenylalanine Methyl Ester Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + 4-nitro-3-phenyl-L-alanine (949-99-5) → (S)-4-nitrophenylalanine methyl ester hydrochloride (17193-40-7)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1039/c4ob00448e

Reference yield: 99.0%

4-nitrophenylalanine (1991-83-9,2922-40-9,56613-61-7,949-99-5) → (+)-Methyl 2-amino-3-(4-nitrophenyl)propionate hydrochloride (17193-40-7,67877-95-6,105359-55-5,108450-75-5)

Guidance literature:

With dmap; thionyl chloride; In methanol; di-isopropyl ether;

Reference yield: 92.0%

methanol (67-56-1) + 4-nitrophenylalanine (1991-83-9,2922-40-9,56613-61-7,949-99-5) → (+)-Methyl 2-amino-3-(4-nitrophenyl)propionate hydrochloride (17193-40-7,67877-95-6,105359-55-5,108450-75-5)

Guidance literature:

With hydrogenchloride; at 10 ℃;

DOI:10.1002/chem.200204612

upstream raw materials:

hydrogenchloride

4-nitrophenylalanine

methanol

Boc-Phe(p-NO₂)-OH

Downstream raw materials:

(S)-2-{[1-(4-Chloro-butyl)-cyclopentanecarbonyl]-amino}-3-(4-nitro-phenyl)-propionic acid methyl ester

2-{2-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-6-methyl-benzoylamino}-3-(4-nitro-phenyl)-propionic acid methyl ester

methyl 2-amino-3-(4-nitrophenyl)propionate

2-(4-nitrobenzyl)-1,4,7,10,13,16-hexaazacyclooctadecane

Refernces

• 1、 Yen, Andy,Pham, Anh Hoang,Larin, Egor M.,Lautens, Mark. "Rhodium-Catalyzed Enantioselective Synthesis of Oxazinones via an Asymmetric Ring Opening-Lactonization Cascade of Oxabicyclic Alkenes". supporting information. p. 7549 - 7553. Retrieved 2019/10/02.
• 2、 Amer, Mostafa M.,Carrasco, Ana C.,Leonard, Daniel J.,Ward, John W.,Clayden, Jonathan. "Substituted Dihydroisoquinolinones by Iodide-Promoted Cyclocarbonylation of Aromatic α-Amino Acids". supporting information. p. 7977 - 7981. Retrieved 2019/01/04.