Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-, (4-nitrophenyl)methyl ester

Base Information

• Chemical Name: Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-, (4-nitrophenyl)methyl ester
• CAS No.: 630392-71-1
• Molecular Formula: C11H16Cl2N3O4P
• Molecular Weight: 356.145
• Mol file: 630392-71-1.mol

Synonyms:

Chemical Property of Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-, (4-nitrophenyl)methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-, (4-nitrophenyl)methyl ester

There total 2 articles about Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-, (4-nitrophenyl)methyl 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: 62.0%

N,N-di(2-chloroethyl)amidophosphoric acid dichloride (127-88-8) + 4-nitrobenzyl chloride (619-73-8) → 4-nitrobenzyl N,N-bis(2-chloroethyl)phosphorodiamidate (630392-71-1)

Guidance literature:

4-nitrobenzyl chloride; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

N,N-di(2-chloroethyl)amidophosphoric acid dichloride; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bioorg.2020.103747

Reference yield: 53.0%

→ 4-nitrobenzyl N,N-bis(2-chloroethyl)phosphorodiamidate (630392-71-1)

Guidance literature:

Reference yield:

4-nitrobenzyl N,N-bis(2-chloroethyl)phosphorodiamidate (630392-71-1) → 4-methylenecyclohexa-2,5-dien-1-one oxime + phosphoramide mustard (10159-53-2)

Guidance literature:

With 1,4-dihydronicotinamide adenine dinucleotide; Escherichia coli K₁₂ nitroreductase; In various solvents; at 25 ℃; for 0.0555556h; pH=7.00; Further Variations:; Reagents; reaction times, reactant concentrations; Enzyme kinetics;

DOI:10.1021/ja061099y

upstream raw materials:

N,N-di(2-chloroethyl)amidophosphoric acid dichloride

4-nitrobenzyl chloride

Downstream raw materials:

phosphoramide mustard

Refernces

• 1、 Canitrot, Damien,Chezal, Jean-Michel,Galmier, Marie-Josephe,Gaumet, Vincent,Gerard, Yvain,Ghedira, Donia,Maubert, Elise,Miot-Noirault, Elisabeth,Peyrode, Caroline,Tarrit, Sebastien,Voissière, Aurélien,Weber, Valérie. "Design, synthesis and evaluation of targeted hypoxia-activated prodrugs applied to chondrosarcoma chemotherapy". supporting information. . Retrieved 2020/04/08.
• 2、 -. "Nitroaryl phosphoramide compositions and methods for targeting and inhibiting undesirable cell growth or proliferation". Page 16; 17. . Retrieved 2010/02/09.