Methyl 2-[(diphenylmethylidene)amino]prop-2-enoate

Base Information

• Chemical Name: Methyl 2-[(diphenylmethylidene)amino]prop-2-enoate
• CAS No.: 118553-21-2
• Molecular Formula: C17H15NO2
• Molecular Weight: 265.312
• DSSTox Substance ID: DTXSID90450575
• Nikkaji Number: J481.675G
• Mol file: 118553-21-2.mol

Synonyms:118553-21-2;Methyl 2-[(diphenylmethylidene)amino]prop-2-enoate;Methyl 2-(benzhydrylideneamino)prop-2-enoate;methyl 2-(diphenylmethyleneamino)acrylate;2-Propenoic acid, 2-[(diphenylmethylene)amino]-, methyl ester;2-[(diphenylmethylene)amino]-2-Propenoic acid methyl ester;DTXSID90450575;FT-0716195;2-[(Diphenylmethylene)amino]acrylic acid methyl ester

Chemical Property of Methyl 2-[(diphenylmethylidene)amino]prop-2-enoate

Chemical Property:

• PSA: 38.66000
• LogP: 3.21070
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 265.110278721
• Heavy Atom Count: 20
• Complexity: 355

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(=C)N=C(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Methyl 2-[(diphenylmethylidene)amino]prop-2-enoate

There total 6 articles about Methyl 2-[(diphenylmethylidene)amino]prop-2-enoate 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: 93.0%

[2-(Benzhydrylidene-amino)-2-methoxycarbonyl-ethyl]-trimethyl-ammonium; iodide (118553-18-7) → Methyl N-(diphenylmethylene)-α,β-didehydroalaninate (118553-21-2)

Guidance literature:

With potassium carbonate; In methanol; for 16h; Ambient temperature;

DOI:10.1055/s-1988-27621

Reference yield: 87.0%

2-(Benzhydrylidene-amino)-3-hydroxy-propionic acid methyl ester (130740-26-0,218766-08-6) → Methyl N-(diphenylmethylene)-α,β-didehydroalaninate (118553-21-2)

Guidance literature:

With diisopropyl-carbodiimide; copper(l) chloride; In dichloromethane; at 40 ℃; for 32h;

DOI:10.1055/s-1990-27012

Reference yield: 35.0%

Isopropylbenzene (98-82-8) + methyl 2-((diphenylmethylene)amino)propanoate (115134-32-2) → methyl (Z)-2-((diphenylmethylene)amino)-4-methyl-4-phenylpent-2-enoate + Methyl N-(diphenylmethylene)-α,β-didehydroalaninate (118553-21-2)

Guidance literature:

With di-tert-butyl peroxide; copper diacetate; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04042

upstream raw materials:

2-(Benzhydrylidene-amino)-3-hydroxy-propionic acid methyl ester

[2-(Benzhydrylidene-amino)-2-methoxycarbonyl-ethyl]-trimethyl-ammonium; iodide

methyl N-(diphenylmethylene)glycinate

2-(Benzhydrylidene-amino)-3-dimethylamino-propionic acid methyl ester

Downstream raw materials:

2-(Benzhydrylidene-amino)-3-(5-methoxy-1H-indol-3-yl)-propionic acid methyl ester

(2RS,3RS)-methyl N-(diphenylmethylene)-β-methyltryptophanate

methyl 2-bromo-N-diphenylmethylene-DL-tryptophanate

1-(benzhydrylidene-amino)-cyclopent-3-ene-1,3-dicarboxylic acid 3-ethyl ester 1-methyl ester

Refernces

• 1、 Balsamini,Duranti,Mariani,Salvatori,Spadoni. "Stereospecific synthesis of N-(Diphenylmethylene) -α,β-didehydroamino acid methyl esters from β-hydroxy- α-amino acids". . p. 779 - 781. Retrieved 2007/10/02.