diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate

Base Information

• Chemical Name: diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate
• CAS No.: 959596-51-1
• Molecular Formula: C₃₀H₃₈NO₆P
• Molecular Weight: 539.609
• Mol file: 959596-51-1.mol

Synonyms:diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate

Chemical Property of diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate

There total 9 articles about diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate 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: 93.0%

diethyl (1S,2S)-3-(dibenzylamino)-1-benzyloxy-2-hydroxypropylphosphonate (959596-50-0) + acetic anhydride (108-24-7) → diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate (959596-51-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.1016/j.tetasy.2007.09.003

Reference yield:

diethyl (1S,2R)-1-benzyloxy-3-hydroxy-2-mezyloxypropylphosphonate (959596-45-3) → diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate (959596-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / potassium carbonate / ethanol / 20 h / 20 °C

2: 60 percent / calcium triflate / acetonitrile / 20 h / 50 °C

3: 93 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 0 - 20 °C

With dmap; potassium carbonate; calcium(II) trifluoromethanesulfonate; triethylamine; In ethanol; dichloromethane; acetonitrile; 1: Williamson reaction;

DOI:10.1016/j.tetasy.2007.09.003

Reference yield:

diethyl (1S,2S)-2,3-epoxy-1-benzyloxy-3-hydroxypropylphosphonate (959596-46-4) → diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate (959596-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / calcium triflate / acetonitrile / 20 h / 50 °C

2: 93 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 0 - 20 °C

With dmap; calcium(II) trifluoromethanesulfonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetasy.2007.09.003

upstream raw materials:

diethyl (1S,2S)-3-(dibenzylamino)-1-benzyloxy-2-hydroxypropylphosphonate

acetic anhydride

diethyl (1S,2R)-1-benzyloxy-3-hydroxy-2-mezyloxypropylphosphonate

diethyl (1S,2S)-2,3-epoxy-1-benzyloxy-3-hydroxypropylphosphonate