Tri-O-benzyl FR 900098

Base Information

• Chemical Name: Tri-O-benzyl FR 900098
• CAS No.: 1003599-68-5
• Molecular Formula: C26H30NO5P
• Molecular Weight: 467.502
• Mol file: 1003599-68-5.mol

Synonyms:Tri-O-benzyl FR 900098;Tri-O-benzyl [3-(AcetylhydroxyaMino)propyl]phosphonic Acid;Tri-O-benzyl Antibiotic FR 900098;Tri-O-benzyl P-[3-(acetylhydroxyaMino)propyl]phosphonic Acid;P-[3-[Acetyl(phenylmethoxy)amino]propyl]phosphonic acid bis(phenylmethyl) ester

Chemical Property of Tri-O-benzyl FR 900098

Chemical Property:

• Boiling Point: 608.9±65.0 °C(Predicted)
• PSA: 74.88000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 5.98350
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

Tri-O-benzyl FR 900098 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected Antibiotic FR 900098.

Technology Process of Tri-O-benzyl FR 900098

There total 5 articles about Tri-O-benzyl FR 900098 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: 94.0%

3-[(benzyloxyamino)propyl]phosphonic acid dibenzyl ester (954104-96-2) + acetyl chloride (75-36-5) → dibenzyl {3-[acetyl(benzyloxy)amino]propyl}phosphonate (1003599-68-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2012.11.049

Reference yield: 85.0%

N-(benzyloxy)-N-(3-iodopropyl)acetamide (1003599-67-4) + Dibenzyl phosphite (17176-77-1) → dibenzyl {3-[acetyl(benzyloxy)amino]propyl}phosphonate (1003599-68-5)

Guidance literature:

With sodium hydride; In toluene; at 110 ℃; for 1h;

DOI:10.1055/s-2007-990811

Reference yield:

tert-butyl benzyloxy(3-(bis(benzyloxy)phosphoryl)propyl)carbamate (1417822-58-2) → dibenzyl {3-[acetyl(benzyloxy)amino]propyl}phosphonate (1003599-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tet.2012.11.049

upstream raw materials:

N-(benzyloxy)-N-(3-iodopropyl)acetamide

Dibenzyl phosphite

tert-butyl N-(benzyloxy)carbamate

tert-butyl benzyloxy(3-bromopropyl)carbamate

Downstream raw materials:

3-(N-acetyl-N-hydroxyamino)propylphosphonic acid

3-(N-acetyl-N-hydroxyamino)-propylphosphonic acid monosodium salt

Refernces

• 1、 Perruchon, Johann,Ortmann, Regina,Schlitzer, Martin. "A novel short and efficient synthetic route to the antimalarial agent FR900098 and derivatives". . p. 3553 - 3557. Retrieved 2008/09/19.