L-Homophenylalanine ethyl ester hydrochloride

Base Information

• Chemical Name: L-Homophenylalanine ethyl ester hydrochloride
• CAS No.: 90891-21-7
• Molecular Formula: C12H18ClNO2
• Molecular Weight: 243.733
• Hs Code.: 2922.49
• European Community (EC) Number: 804-989-7
• DSSTox Substance ID: DTXSID70370388
• Mol file: 90891-21-7.mol

Synonyms:Benzenebutanoicacid, a-amino-, ethyl ester, hydrochloride (1:1), (aS)-;Benzenebutanoicacid, a-amino-, ethyl ester, hydrochloride, (S)-;Benzenebutanoic acid, a-amino-,ethyl ester, hydrochloride, (aS)- (9CI);H-Homophe-OEt·HCl;

Chemical Property of L-Homophenylalanine ethyl ester hydrochloride

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000564mmHg at 25°C
• Melting Point: 159-163 °C(lit.)
• Boiling Point: 311.4 °C at 760 mmHg
• Flash Point: 164.8 °C
• PSA: 52.32000
• Density: 1.058 g/cm3
• LogP: 3.01190
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 243.1026065
• Heavy Atom Count: 16
• Complexity: 188

Purity/Quality:

98% ^*data from raw suppliers

L-Homophenylalanine ethyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)N.Cl
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N.Cl
• Uses: L-Homophenylalanine Ethyl Ester Hydrochloride is used to prepare optically active (-)-(amino)tetrahydrobenzazepinone .

Technology Process of L-Homophenylalanine ethyl ester hydrochloride

There total 13 articles about L-Homophenylalanine ethyl 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%

ethanol (64-17-5) + D-homophenylalanine (943-73-7) → L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride (90891-21-7)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1021/jm00149a009

Reference yield: 99.0%

(+)-ethyl (S)-2-N-benzylamino-4-phenylbutyrate hydrochloride → L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride (90891-21-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 25 ℃; for 17.25h; under 825.066 Torr;

DOI:10.1055/s-2003-40885

Reference yield: 87.0%

ethyl (S)-2-azido-4-phenylbutanoate → L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride (90891-21-7)

Guidance literature:

With ammonium chloride; zinc; In ethanol; water; for 0.166667h; Heating;

DOI:10.1081/SCC-120014032

upstream raw materials:

ethanol

D-homophenylalanine

S-2-amino-4-carbonyl-4-phenylbutyric acid hydrochloride

2-bromo-4-phenyl butanoic acid

Downstream raw materials:

tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

(S)-3-[(R)-2-((S)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-1-methyl-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester

ethyl 2-amino-4-phenyl-(2S)-butyrate

Refernces

• 1、 Lenstra, Danny C.,Lenting, Peter E.,Mecinovi?, Jasmin. "Sustainable organophosphorus-catalysed Staudinger reduction". supporting information. p. 4418 - 4422. Retrieved 2018/10/17.
• 2、 Shao, Zhihui,Wang, Jun,Ding, Kai,Chan, Albert S. C.. "Unprecedented effects of additives and ligand-to-metal ratio on the enantiofacial selection of copper-catalyzed alkynylation of a-imino ester with arylacetylenes". . p. 2375 - 2379. Retrieved 2008/09/19.