(+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate

Base Information

• Chemical Name: (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate
• CAS No.: 134981-68-3
• Molecular Formula: C₁₆H₂₆NO₅P
• Molecular Weight: 343.36
• Mol file: 134981-68-3.mol

Synonyms:(+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate

Chemical Property of (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate

There total 10 articles about (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate 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: 77.0%

diethyl N-tert-butoxycarbonyl-N-phenylmethylphosphoramidate (85231-92-1) → (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate (134981-68-3)

Guidance literature:

diethyl N-tert-butoxycarbonyl-N-phenylmethylphosphoramidate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 0.5h;

With acetic acid; In diethyl ether; Further stages.;

DOI:10.1021/jo000585f

Reference yield: 37.0%

acetyl diethyl phosphite (3266-66-8) + di(tert-butyl) N,N'-benzylidenebis(carbamate) (1355078-52-2) → (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate (134981-68-3)

Guidance literature:

di(tert-butyl) N,N'-benzylidenebis(carbamate); With TiO₂/SO₄ or Al₂O₃/SO₄; In dichloromethane; Inert atmosphere;

acetyl diethyl phosphite; In dichloromethane; for 1h; Reagent/catalyst; Inert atmosphere;

DOI:10.1134/S1070363215020231

Reference yield:

phosphonic acid diethyl ester (762-04-9) + tert-butyl benzylidenecarbamate (177896-09-2) → (+/-)-diethyl 1-(tert-butoxycarbonylamino)phenylmethylphosphonate (134981-68-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(01)02289-4

upstream raw materials:

O,O-diethyl benzylphosphonate

tert-butyl N-tosyloxycarbamate

diethyl N-tert-butoxycarbonyl-N-phenylmethylphosphoramidate

phosphonic acid diethyl ester

Downstream raw materials:

1-amino-1-phenylmethylphosphonic acid