Ethyl 2-diethoxyphosphoryl-3-(4-methoxyphenyl)propanoate

Base Information

• Chemical Name: Ethyl 2-diethoxyphosphoryl-3-(4-methoxyphenyl)propanoate
• CAS No.: 35085-33-7
• Molecular Formula: C16H25O6P
• Molecular Weight: 344.3399
• NSC Number: 112268
• DSSTox Substance ID: DTXSID80296863
• Mol file: 35085-33-7.mol

Synonyms:35085-33-7;ethyl 2-diethoxyphosphoryl-3-(4-methoxyphenyl)propanoate;NSC112268;DTXSID80296863;ROKMKLGCEUYASA-UHFFFAOYSA-N;NSC-112268;2-(Diethoxyphosphinyl)-3-(4-methoxyphenyl)propionic acid, ethyl ester

Chemical Property of Ethyl 2-diethoxyphosphoryl-3-(4-methoxyphenyl)propanoate

Chemical Property:

• Vapor Pressure: 2.03E-08mmHg at 25°C
• Boiling Point: 453.7°Cat760mmHg
• Flash Point: 241.5°C
• Density: 1.138g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 344.13887551
• Heavy Atom Count: 23
• Complexity: 382

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=C(C=C1)OC)P(=O)(OCC)OCC

Technology Process of Ethyl 2-diethoxyphosphoryl-3-(4-methoxyphenyl)propanoate

There total 3 articles about Ethyl 2-diethoxyphosphoryl-3-(4-methoxyphenyl)propanoate 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: 86.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + p-Methoxybenzyl bromide (2746-25-0) → ethyl 2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)propanoate (35085-33-7)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With potassium tert-butylate; In dimethyl sulfoxide; at 0 - 20 ℃; Inert atmosphere; Schlenk technique;

p-Methoxybenzyl bromide; In dimethyl sulfoxide; at 60 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201711028

Reference yield: 54.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + p-methoxybenzyl chloride (824-94-2) → ethyl 2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)propanoate (35085-33-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 72h;

DOI:10.1002/ejoc.201100918

Reference yield:

→ ethyl 2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)propanoate (35085-33-7)

Guidance literature:

Method. A: Red. v. 3b m. NaBH4 (Tab.I) in Py.;

DOI:10.1021/jo00984a005

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

p-Methoxybenzyl bromide

p-methoxybenzyl chloride

Downstream raw materials:

ethyl 3,4,5-trimethoxy-α-(4-methoxybenzyl)cinnamate

ethyl (2E)-3-(3,4-dimethoxyphenyl)-2-(4-methoxybenzyl)prop-2-enoate

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