Alanine, N-benzoyl-3-phenyl-, ethyl ester, DL-

Base Information

• Chemical Name: Alanine, N-benzoyl-3-phenyl-, ethyl ester, DL-
• CAS No.: 19817-70-0
• Molecular Formula: C18H19NO3
• Molecular Weight: 297.354
• Hs Code.: 2924299090
• Mol file: 19817-70-0.mol

Synonyms:ethyl 2-benzamido-3-phenylpropanoate;N-benzoyl-L-phenylalanine ethyl ester;(S)-2-(N-benzoylamino)-3-phenylpropanoic acid ethyl ester;ALANINE, N-BENZOYL-3-PHENYL-, ETHYL ESTER, DL-;(S)-ethyl 2-benzamido-3-phenylpropanoate;(S)-ethyl N-benzoyl-phenylalaninate;

Chemical Property of Alanine, N-benzoyl-3-phenyl-, ethyl ester, DL-

Chemical Property:

• Vapor Pressure: 2.51E-10mmHg at 25°C
• Boiling Point: 505.1°C at 760 mmHg
• Flash Point: 259.3°C
• PSA: 55.40000
• Density: 1.142g/cm³
• LogP: 2.98170

Purity/Quality:

Ethyl N-benzoylphenylalaninate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Alanine, N-benzoyl-3-phenyl-, ethyl ester, DL-

There total 32 articles about Alanine, N-benzoyl-3-phenyl-, ethyl ester, DL- 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: 99.0%

H-Phe-OEt (3081-24-1) + benzoic acid (65-85-0,8013-63-6) → (S)-ethyl N-benzoyl-phenylalaninate (19817-70-0,64896-35-1,7200-18-2)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 5h;

DOI:10.1039/c9ob00699k

Reference yield: 98.0%

(L)-phenylalanine ethyl ester hydrochloride (3182-93-2) + benzaldehyde (100-52-7) → (S)-ethyl N-benzoyl-phenylalaninate (19817-70-0,64896-35-1,7200-18-2)

Guidance literature:

With ferrous(II) sulfate heptahydrate; tert-butyl hydroperoxide; calcium carbonate; In water; acetonitrile; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1002/adsc.201200020

Reference yield: 92.8%

(L)-phenylalanine ethyl ester hydrochloride (3182-93-2) + benzoic acid (65-85-0,8013-63-6) → (S)-ethyl N-benzoyl-phenylalaninate (19817-70-0,64896-35-1,7200-18-2)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

upstream raw materials:

ethanol

DL-N-benzoylphenylalanine

methyl N-benzoylphenylalaninate

(Z)-ethyl 2-benzamido-3-phenylacrylate

Downstream raw materials:

3-(4-Amino-phenyl)-2-benzoylamino-2-benzyl-3-oxo-propionic acid ethyl ester

1-(2-benzamido-3-phenylpropanoyl)-4-phenylthiosemicarbazide

N-benzoyl-L-phenylalanine

(S)-ethyl-5-(benzylamino)-6-phenyl-hex-2-ynoate

Refernces

• 1、 Lukasevics, Lukass,Cizikovs, Aleksandrs,Grigorjeva, Liene. "Cobalt-Catalyzed C(sp2)-H Carbonylation of Amino Acids Using Picolinamide as a Traceless Directing Group". supporting information. p. 2748 - 2753. Retrieved 2021/04/12.
• 2、 Mevan Dissanayake,Melville, Alex D.,Vannucci, Aaron K.. "Electrochemical anion pool synthesis of amides with concurrent benzyl ester synthesis". . p. 3165 - 3171. Retrieved 2019/06/18.