methyl 2-{[(1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl]amino}-3-phenylpropanoate (non-preferred name)

Base Information

• Chemical Name: methyl 2-{[(1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl]amino}-3-phenylpropanoate (non-preferred name)
• CAS No.: 26416-38-6
• Molecular Formula: C₂₁H₂₄N₂O₅
• Molecular Weight: 384.432
• Mol file: 26416-38-6.mol

Synonyms:Alanine,N,N'-carbonylbis[3-phenyl-, dimethyl ester (6CI); NSC 363853

Chemical Property of methyl 2-{[(1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl]amino}-3-phenylpropanoate (non-preferred name)

Chemical Property:

• Vapor Pressure: 1.61E-13mmHg at 25°C
• Boiling Point: 581.6°C at 760 mmHg
• Flash Point: 305.6°C
• Density: 1.197g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 2-{[(1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl]amino}-3-phenylpropanoate (non-preferred name)

There total 12 articles about methyl 2-{[(1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl]amino}-3-phenylpropanoate (non-preferred name) 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: 96.0%

carbon dioxide (124-38-9,18923-20-1) + methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → 2-[3-(1-methoxycarbonyl-2-phenylethyl)ureido]-3-phenylpropionic acid methyl ester (26416-38-6,118758-09-1,16859-11-3)

Guidance literature:

carbon dioxide; methyl (2S)-2-amino-3-phenylpropanoate; With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -20 ℃; for 0.5h;

With thionyl chloride; In dichloromethane; at -20 - 20 ℃; for 2h; Inert atmosphere;

methyl (2S)-2-amino-3-phenylpropanoate; With pyridine; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201500589

Reference yield: 90.0%

carbon monoxide (201230-82-2) + methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → 2-[3-(1-methoxycarbonyl-2-phenylethyl)ureido]-3-phenylpropionic acid methyl ester (26416-38-6,118758-09-1,16859-11-3)

Guidance literature:

With oxygen; potassium iodide; palladium(II) iodide; In 1,2-dimethoxyethane; at 100 ℃; for 3h; under 15200 Torr;

DOI:10.1021/jo0494634

Reference yield: 79.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + (S)-2-Methylsulfanylcarbonylamino-3-phenyl-propionic acid methyl ester (142311-87-3) → 2-[3-(1-methoxycarbonyl-2-phenylethyl)ureido]-3-phenylpropionic acid methyl ester (26416-38-6,118758-09-1,16859-11-3)

Guidance literature:

In acetonitrile; at 80 ℃; for 12h;

DOI:10.1016/S0040-4039(98)00561-9

upstream raw materials:

N-(succinimid-1-ylcarbonyl)-L-phenylalanine methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

1,1'-carbonyldiimidazole

bis-(p-nitrophenyl) carbonate

Downstream raw materials:

(S,S)-N-hydroxy-2-[3-(1-hydroxycarbamoyl-2-phenylethyl)-ureido]-3-phenyl-propionamide

(S)-2-((S)-4-benzyl-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid

(S,S)-N,N'-bis(1-carboxy-2-phenylethyl)urea

Refernces

• 1、 Fayad, Antoine Abou,Pubill-Ulldemolins, Cristina,Sharma, Sunil V.,Day, David,Goss, Rebecca J. M.. "A One-Pot Synthesis of Symmetrical and Unsymmetrical Dipeptide Ureas". . p. 5603 - 5609. Retrieved 2015/09/01.
• 2、 Su, Li,Jia, Yuping,Zhang, Lei,Xu, Yingying,Fang, Hao,Xu, Wenfang. "Design, synthesis and biological evaluation of novel amino acid ureido derivatives as aminopeptidase N/CD13 inhibitors". . p. 3807 - 3815. Retrieved 2012/08/27.