D-Phenylalanine methyl ester hydrochloride

Base Information

• Chemical Name: D-Phenylalanine methyl ester hydrochloride
• CAS No.: 13033-84-6
• Molecular Formula: C10H14ClNO2
• Molecular Weight: 215.68
• Hs Code.: 29224999
• European Community (EC) Number: 603-406-1
• UNII: EL9Z2VT355
• DSSTox Substance ID: DTXSID40467254
• Mol file: 13033-84-6.mol

Synonyms:13033-84-6;D-Phenylalanine methyl ester hydrochloride;H-D-Phe-OMe.HCl;(R)-Methyl 2-amino-3-phenylpropanoate hydrochloride;D-Phenylalanine methyl ester HCl;D-Phe-OMe monohydrochloride;D-Phenylalanine, methyl ester, hydrochloride;Methyl D-Phenylalaninate Hydrochloride;(R)-Phenylalanine Methyl Ester Hydrochloride;D-Phenylalanine methyl ester, HCl;methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride;MFCD00066112;[(2R)-1-Methoxy-1-oxo-3-phenylpropan-2-yl]azanium;chloride;H-D-Phe-OMe HCl;D-Phe-OMe-HCl;D-Phe-OMe.HCl;SCHEMBL346467;EL9Z2VT355;HY-I0924A;DTXSID40467254;SWVMLNPDTIFDDY-SBSPUUFOSA-N;AKOS015846309;AKOS015888210;AC-5500;AM82161;CS-W020565;D-phenylalanine methylester hydrochloride;DS-14393;D-Phenyl alanine methyl ester hydrochloride;(D)-Phenylalanine methyl ester hydrochloride;P1725;D-Phenylalanine methyl ester hydrochloride, 98%;A806069;H-D-Phe-OMe inverted exclamation mark currencyHCl;J-300214;Q-101534;methyl (2R)-2-azanyl-3-phenyl-propanoate hydrochloride;(2R)-2-amino-3-phenylpropanoic acid methyl ester hydrochloride;(r)-2-amino-3-phenyl-propionic acid methyl ester hydrochloride

Chemical Property of D-Phenylalanine methyl ester hydrochloride

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.00986mmHg at 25°C
• Melting Point: 159-163 °C(lit.)
• Refractive Index: -37.0 ° (C=2, EtOH)
• Boiling Point: 264.2 °C at 760 mmHg
• Flash Point: 126 °C
• PSA: 52.32000
• Density: 1.1g/cm3
• LogP: 2.23170
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Ethanol and Methanol.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 215.0713064
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

D-Phenylalanine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)N.Cl
• Isomeric SMILES: COC(=O)[C@@H](CC1=CC=CC=C1)N.Cl
• Uses: D-Phenylalanine Methyl Ester Hydrochloride is a compound useful in organic synthesis used in the preparation of amidines via copper-catalyzed three-component coupling of sulfonyl azides with alkynes and amines.

Technology Process of D-Phenylalanine methyl ester hydrochloride

There total 25 articles about D-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%

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → D-phenylalanine methyl ester hydrochloride (13033-84-6)

Guidance literature:

With acetyl chloride; at 70 ℃; Cooling;

Reference yield: 100.0%

methanol (67-56-1) + D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → D-phenylalanine methyl ester hydrochloride (13033-84-6)

Guidance literature:

With thionyl chloride;

DOI:10.1246/bcsj.65.360

Reference yield: 100.0%

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) + acetyl chloride (75-36-5) → D-phenylalanine methyl ester hydrochloride (13033-84-6)

Guidance literature:

In methanol; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00810

upstream raw materials:

methanol

D-(R)-phenylalanine

methyl 2-amino-3-phenylpropanoate hydrochloride

N-Benzyloxy-D-phenylalanin-methylester

Downstream raw materials:

Pentyloxycarbonyl-D-phenylalanin

4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid

4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2,2-dimethyl-butyric acid

4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-butyric acid

Refernces

• 1、 Dhaneshwar, Suneela S.,Gairola, Neha,Kandpal, Mini,Bhatt, Lokesh,Vadnerkar, Gaurav,Kadam. "RETRACTED ARTICLE: Synthesis, kinetic studies and pharmacological evaluation of mutual azo prodrug of 5-aminosalicylic acid with d-phenylalanine for colon specific drug delivery in inflammatory bowel disease". . p. 1897 - 1902. Retrieved 2007.
• 2、 Anantharaj, Santhanaraj,Jayakannan, Manickam. "Catalysts and temperature driven melt polycondensation reaction for helical poly(ester-urethane)s based on natural L-amino acids". . p. 1065 - 1077. Retrieved 2016.
• 3、 Matam, Sivakumar,Kaliyan, Prabakaran,Selvaraj, Loganathan,Muthu, Seenivasa Perumal,Lohanathan, Bharathi Priya,Viswanadhan, Vijaya Padma,Makala, Himesh,Venkatasubramanian, Ulaganathan. "Convenient method for the synthesis of some novel chiral methyl 2-(2-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)propanoate derivatives and biological evaluation of their antioxidant, cytotoxic, and molecular docking properties". supporting information. p. 569 - 579. Retrieved 2020/12/11.
• 4、 Mehra, Radha Rani,Tiwari, Priyanka,Basu, Anindya,Duttkonar, Anita. "In search of bioinspired hydrogels from amphiphilic peptides: A template for nanoparticle stabilization for the sustained release of anticancer drugs". . p. 11666 - 11678. Retrieved 2019/07/31.