L-Phenylalanine benzyl ester hydrochloride

Base Information

• Chemical Name: L-Phenylalanine benzyl ester hydrochloride
• CAS No.: 2462-32-0
• Molecular Formula: C16H17NO2^.HCl
• Molecular Weight: 291.777
• Hs Code.: 29224999
• European Community (EC) Number: 219-558-3
• Mol file: 2462-32-0.mol

Synonyms:2462-32-0;L-Phenylalanine benzyl ester hydrochloride;H-Phe-OBzl.HCl;L-PHENYLALANINE BENZYL ESTER HCL;L-Phenylalanine benzyl ester (hydrochloride);H-PHE-OBZL HCL;L-Phenylalanine benzyl ester, HCl;MFCD00043249;L-Phenylalanine, phenylmethyl ester, hydrochloride (1:1);L-Phe-OBZl.HCl;(S)-Benzyl 2-amino-3-phenylpropanoate hydrochloride;CEXFHIYDTRNBJD-RSAXXLAASA-N;Phenylalanine, phenylmethyl ester, hydrochloride;SCHEMBL353729;benzyl phenylalaninate hydrochloride;L-Phenylalaninbenzylesterhydrochlorid;HY-79908A;benzyl l-phenylalaninate hydrochloride;AKOS015889857;AKOS015922770;CS-W020561;AS-12209;PD196135;AM20040001;NS00081507;P1718;A817403;W-107292;benzyl (2S)-2-amino-3-phenyl-propanoate hydrochloride;benzyl (2S)-2-amino-3-phenylpropanoate;hydrochloride;L-Phenylalanine benzyl ester hydrochloride, >=99.0% (AT)

Chemical Property of L-Phenylalanine benzyl ester hydrochloride

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 4.62E-06mmHg at 25°C
• Melting Point: 197-200 ºC
• Refractive Index: -12 ° (C=1, 80% acetic acid)
• Boiling Point: 382.8 °C at 760 mmHg
• Flash Point: 220.4 °C
• PSA: 52.32000
• LogP: 3.80210
• Storage Temp.: Store at RT.
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 291.1026065
• Heavy Atom Count: 20
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

L-Phenylalanine benzyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)OCC2=CC=CC=C2)N.Cl
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)OCC2=CC=CC=C2)N.Cl
• Uses: L-Phenylalanine Benzyl Ester Hydrochloride is a commonly used reactant for the synthesis of L-isoserine derivatives as aminopeptidase N inhibitors and PF-04449913 as a potent and orally bioavailable inhibitor of smoothened.

Technology Process of L-Phenylalanine benzyl ester hydrochloride

There total 15 articles about L-Phenylalanine benzyl 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%

N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester (66617-58-1) → L-phenylalanine benzyl ester hydrochloride (2462-32-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.5b00403

Reference yield: 95.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + benzyl alcohol (100-51-6,185532-71-2) → L-phenylalanine benzyl ester hydrochloride (2462-32-0)

Guidance literature:

With thionyl chloride; at 5 ℃; for 5.33333h; Heating;

DOI:10.1002/jccs.200900147

Reference yield: 94.0%

hydrochloric acid-dioxane + N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester (66617-58-1) → L-phenylalanine benzyl ester hydrochloride (2462-32-0)

Guidance literature:

In diethyl ether; chloroform;

upstream raw materials:

(S)-2-(2-Nitro-phenylsulfanylamino)-3-phenyl-propionic acid benzyl ester

L-phenylalanine

benzyl alcohol

N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester

Downstream raw materials:

(S)-2-{2-[((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-methoxy]-acetylamino}-3-phenyl-propionic acid benzyl ester

(S)-tert-butyl 2-((S)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Phe-Phe-OBzl

C₂₈H₂₆NO₃P

Refernces

• 1、 Ulatowski, Filip,Jurczak, Janusz. "Chiral recognition of carboxylates by a static library of thiourea receptors with amino acid arms". . p. 4235 - 4243. Retrieved 2015/05/13.
• 2、 Yang, Peng-Yu,Wang, Min,Li, Lin,Wu, Hao,He, Cynthia Y.,Yao, Shao Q.. "Design, synthesis and biological evaluation of potent azadipeptide nitrile inhibitors and activity-based probes as promising anti-Trypanosoma brucei agents". supporting information; experimental part. p. 6528 - 6541. Retrieved 2012/07/13.