diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate

Base Information

• Chemical Name: diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate
• CAS No.: 1305351-56-7
• Molecular Formula: C₂₉H₃₆FO₅P
• Molecular Weight: 514.574
• Mol file: 1305351-56-7.mol

Synonyms:diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate

Chemical Property of diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate

There total 2 articles about diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)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: 64.0%

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate (35717-98-7) + (S)-1-fluoro-3-(trityloxy)propan-2-ol → diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate (1305351-56-7)

Guidance literature:

(S)-1-fluoro-3-(trityloxy)propan-2-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -20 ℃; for 0.5h; Inert atmosphere;

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;

DOI:10.1016/j.bmc.2011.02.050

Reference yield:

(R)-(+)-trityl glycidyl ether (65291-30-7) → diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate (1305351-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydrogenfluoride; tetra-n-butylammonium dihydrogen trifluoride / chlorobenzene / 15 h / 135 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -20 °C / Inert atmosphere

2.2: 20 °C

With potassium hydrogenfluoride; sodium hydride; tetra-n-butylammonium dihydrogen trifluoride; In N,N-dimethyl-formamide; chlorobenzene; mineral oil;

DOI:10.1016/j.bmc.2011.02.050

Reference yield:

diisopropyl (S)-({[1-fluoro-3-(trityloxy)propan-2-yl]oxy}methyl)phosphonate (1305351-56-7) → (S)-2-[(diisopropoxyphosphoryl)methoxy]-3-fluoropropyl 4-methylbenzenesulphonate (146459-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: water; acetic acid / 0.5 h / 90 °C

2: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

With dmap; water; acetic acid; triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2011.02.050

upstream raw materials:

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate

(R)-(+)-trityl glycidyl ether

Downstream raw materials:

(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-fluoropropyl 4-methylbenzenesulphonate