[3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester

Base Information

• Chemical Name: [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester
• CAS No.: 865622-27-1
• Molecular Formula: C₂₂H₃₄NO₁₁P
• Molecular Weight: 519.486
• Mol file: 865622-27-1.mol

Synonyms:

Chemical Property of [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester

There total 8 articles about [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester 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:

O-(benzylhydroxylamino)propylphosphonic acid diethyl ester (557090-55-8) → [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester (865622-27-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 83 percent / Et₃N / CH₂Cl₂ / 20 °C

2.1: bromotrimethylsilane / 20 °C

2.2: 83 percent / water / 20 °C

3.1: 20 percent / Et₃N; NaI / various solvent(s) / 6 h / 60 °C

With trimethylsilyl bromide; triethylamine; sodium iodide; In dichloromethane;

DOI:10.1002/ardp.200500976

Reference yield:

[3-[acetyl(phenylmethoxy)amino]propyl]phosphonic acid diethyl ester (581106-28-7) → [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester (865622-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromotrimethylsilane / 20 °C

1.2: 83 percent / water / 20 °C

2.1: 20 percent / Et₃N; NaI / various solvent(s) / 6 h / 60 °C

With trimethylsilyl bromide; triethylamine; sodium iodide; In various solvent(s);

DOI:10.1002/ardp.200500976

Reference yield:

N-benzyloxyamine (622-33-3) → [3-[acetyl(phenylmethoxy)amino]propyl]-3,7-dimethyl-5-oxo-2,4,6,8-tetraoxa-5-phosphanonanedioic acid diethyl ester (865622-27-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrabutylammomium bromide; potassium carbonate; potassium hydrogencarbonate / tetrachloromethane; dichloromethane

2.1: tetrabutylammomium bromide; sodium hydride; sodium iodide / tetrahydrofuran

3.1: hydrogenchloride / ethanol

4.1: triethylamine / dichloromethane / 18 h / 20 °C

5.1: trimethylsilyl bromide / dichloromethane / 0.5 h / 0 °C

5.2: 18 h / 20 °C

6.1: triethylamine / 6 h / 60 °C

With hydrogenchloride; trimethylsilyl bromide; tetrabutylammomium bromide; sodium hydride; potassium carbonate; potassium hydrogencarbonate; triethylamine; sodium iodide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2011.09.123

upstream raw materials:

O-(benzylhydroxylamino)propylphosphonic acid diethyl ester

[3-[acetyl(phenylmethoxy)amino]propyl]phosphonic acid diethyl ester

N-benzyloxyamine

N-benzyloxyacetamide

Refernces

• 1、 Uh, Eugene,Jackson, Emily R.,San Jose, Géraldine,Maddox, Marcus,Lee, Robin E.,Lee, Richard E.,Boshoff, Helena I.,Dowd, Cynthia S.. "Antibacterial and antitubercular activity of fosmidomycin, FR900098, and their lipophilic analogs". . p. 6973 - 6976. Retrieved 2012/01/06.