N-[1-(Diphenoxyphosphinyl)-2-phenylethyl]- phenylMethyl ester

Base Information

• Chemical Name: N-[1-(Diphenoxyphosphinyl)-2-phenylethyl]- phenylMethyl ester
• CAS No.: 73270-46-9
• Molecular Formula: C₂₈H₂₆NO₅P
• Molecular Weight: 487.492
• Mol file: 73270-46-9.mol

Synonyms:[1-(Diphenoxyphosphinyl)-2-phenylethyl]carbamic acid phenylmethyl ester;DIPHENYL 1-(CBZ-AMINO)-2-PHENYLETHANEPHOSPHONATE;

Chemical Property of N-[1-(Diphenoxyphosphinyl)-2-phenylethyl]- phenylMethyl ester

Chemical Property:

• PSA: 83.67000
• LogP: 7.22360

Purity/Quality:

99% ^*data from raw suppliers

Diphenyl1-(Cbz-Amino)-2-phenylethanephosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[1-(Diphenoxyphosphinyl)-2-phenylethyl]- phenylMethyl ester

There total 3 articles about N-[1-(Diphenoxyphosphinyl)-2-phenylethyl]- phenylMethyl 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: 56.0%

triphenyl phosphite (101-02-0) + O-benzyl carbamate (621-84-1) + phenylacetaldehyde (122-78-1) → diphenyl α-N-(benzyloxycarbonyl)amino-2-phenylethylphosphonate (73270-46-9,132372-69-1,132372-70-4)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃;

DOI:10.1039/d1ob01273h

Reference yield:

O-benzyl carbamate (621-84-1) + phosphoric acid triphenyl ester (115-86-6) + phenylacetaldehyde (122-78-1) → diphenyl α-N-(benzyloxycarbonyl)amino-2-phenylethylphosphonate (73270-46-9,132372-69-1,132372-70-4)

Guidance literature:

With tetrafluoroboric acid; In methanol; diethyl ether; at 20 ℃; for 4.5h; Cooling with ice;

DOI:10.1021/jacs.7b04394

Reference yield:

triphenyl phosphite (101-02-0) + phenylacetaldehyde (122-78-1) + benzyl chloroformate (501-53-1,94274-21-2) → diphenyl α-N-(benzyloxycarbonyl)amino-2-phenylethylphosphonate (73270-46-9,132372-69-1,132372-70-4)

Guidance literature:

With acetic acid;

DOI:10.1271/bbb.66.1111

upstream raw materials:

triphenyl phosphite

O-benzyl carbamate

phenylacetaldehyde

benzyl chloroformate

Downstream raw materials:

dimethyl 1-benzyloxycarbonylamino-2-phenylethyl phosphonate

(1-formylamino-2-phenyl-ethyl)-phosphonic acid diphenyl ester

diphenyl (1-amino-2-phenyl)ethylphosphonate

Refernces

• 1、 Ceradini, Davide,Shubin, Kirill. "One-pot synthesis of α-aminophosphonates by yttrium-catalyzed Birum-Oleksyszyn reaction". . p. 39147 - 39152. Retrieved 2021/12/24.
• 2、 Bisyris, Evangelos,Zingkou, Eleni,Kordopati, Golfo G.,Matsoukas, Minos,Magriotis, Plato A.,Pampalakis, Georgios,Sotiropoulou, Georgia. "A novel theranostic activity-based probe targeting kallikrein 7 for the diagnosis and treatment of skin diseases". . p. 6507 - 6510. Retrieved 2021/07/07.