diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate

Base Information

• Chemical Name: diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate
• CAS No.: 1639810-56-2
• Molecular Formula: C₁₄H₂₂NO₄P
• Molecular Weight: 299.307
• Mol file: 1639810-56-2.mol

Synonyms:diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate

Chemical Property of diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate

There total 6 articles about diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate 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: 50.0%

N-benzyloxyamine (622-33-3) + (E)-diethyl (3-oxoprop-1-en-1-yl)phosphonate → diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate (1639810-56-2)

Guidance literature:

N-benzyloxyamine; (E)-diethyl (3-oxoprop-1-en-1-yl)phosphonate; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

With hydrogenchloride; In methanol; water; for 2h; Inert atmosphere;

DOI:10.1039/c4ra00757c

Reference yield:

tert-butyl N-(benzyloxy)-N-[(2E)-3-(diethoxyphosphoryl)prop-2-en-1-yl]carbamate → diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate (1639810-56-2)

Guidance literature:

With methanol; acetyl chloride; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01026

Reference yield:

O-benzylhydoxylamine hydrochloride (2687-43-6) → diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate (1639810-56-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / water; 1,4-dioxane; tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 20 h / 20 °C / Inert atmosphere

3.1: acetyl chloride; methanol / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With methanol; sodium hydride; triethylamine; acetyl chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; mineral oil;

DOI:10.1021/acs.jmedchem.8b01026

upstream raw materials:

N-benzyloxyamine

Diethyl allylphosphonate

diethyl (2,3-dibromopropyl)phosphonate

tert-butyl N-(benzyloxy)carbamate

Downstream raw materials:

(+/-)-diethyl ((1-(benzyloxy)-3-ethyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

(+/-)-diethyl ((1-(benzyloxy)-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

(+/-)-diethyl ((1-(benzyloxy)-3-(4-fluorophenyl)-2-oxoimidazolidin-4-yl)methyl)phosphonate

(+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate