Benzyl 2-(diethoxyphosphoryl)acetate

Base Information

• Chemical Name: Benzyl 2-(diethoxyphosphoryl)acetate
• CAS No.: 7396-44-3
• Molecular Formula: C13H19 O5 P
• Molecular Weight: 286.265
• Hs Code.: 2931900090
• NSC Number: 133869
• DSSTox Substance ID: DTXSID00299957
• Nikkaji Number: J1.238.830F
• Wikidata: Q72441068
• Mol file: 7396-44-3.mol

Synonyms:Benzyl 2-(diethoxyphosphoryl)acetate;7396-44-3;benzyl 2-diethoxyphosphorylacetate;diethyl (benzyloxycarbonylmethyl)phosphonate;C13H19O5P;NSC133869;benzyl diethylphosphonoacetate;Acetic acid, (diethoxyphosphinyl)-, phenylmethyl ester;SCHEMBL5849992;benzyl (diethoxyphosphoryl)acetate;DTXSID00299957;OTRQFHJPBPUOES-UHFFFAOYSA-N;Benzyl2-(diethoxyphosphoryl)acetate;MFCD09263511;AKOS016004840;NSC-133869;Diethyl(benzyloxycarbonylmethyl)phosphonate;(Diethoxy-phosphoryl)acetic acid benzyl ester;CS-0103311;(Diethoxy-phosphoryl)-acetic acid benzyl ester;C76363;A865990

Chemical Property of Benzyl 2-(diethoxyphosphoryl)acetate

Chemical Property:

• Vapor Pressure: 3.43E-06mmHg at 25°C
• Boiling Point: 386.9°C at 760 mmHg
• Flash Point: 201.3°C
• PSA: 71.64000
• Density: 1.167
• LogP: 2.99590
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 286.09701070
• Heavy Atom Count: 19
• Complexity: 302

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl 2-(diethoxyphosphoryl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC(=O)OCC1=CC=CC=C1)OCC

Technology Process of Benzyl 2-(diethoxyphosphoryl)acetate

There total 7 articles about Benzyl 2-(diethoxyphosphoryl)acetate 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%

triethyl phosphite (122-52-1) + Benzyl bromoacetate (5437-45-6) → benzyl diethylphosphonoacetate (7396-44-3)

Guidance literature:

at 150 ℃;

DOI:10.1021/ol100071d

Reference yield: 75.0%

diethylphosphonoacetic acid (3095-95-2) + benzyl bromide (100-39-0) → benzyl diethylphosphonoacetate (7396-44-3)

Guidance literature:

diethylphosphonoacetic acid; With caesium carbonate; In methanol; for 2h; Inert atmosphere;

benzyl bromide; In methanol; N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo400558t

Reference yield: 60.0%

Benzyl chloroacetate (140-18-1) + sodium diethyl phosphite (2303-76-6,118080-94-7) → benzyl diethylphosphonoacetate (7396-44-3)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.5h;

upstream raw materials:

Benzyl chloroacetate

triethyl phosphite

diethylphosphonoacetic acid

benzyl bromide

Downstream raw materials:

benzyl (2E,4E)-4-methylhexa-2,4-dienoate

benzyl 4,4-difluoro-2-butenoate

benzyl (E)-4-phenylbut-2-enoate

(S)-benzyl 2-[(benzyloxycarbonyl)(tert-butyldimethylsilyloxy)]amino-4-oxobutanoate

Refernces

• 1、 Brewster, Richard C.,Suitor, Jack T.,Bennett, Adam W.,Wallace, Stephen. "Transition Metal-Free Reduction of Activated Alkenes Using a Living Microorganism". supporting information. p. 12409 - 12414. Retrieved 2019/08/16.
• 2、 Ando, Kaori,Narumiya, Kenji,Takada, Hirokazu,Teruya, Taiji. "Z-selective intramolecular horner-wadsworthemmons reaction for the synthesis of macrocyclic lactones". scheme or table. p. 1460 - 1463. Retrieved 2010/06/15.