(2,5-Dioxopyrrolidin-1-yl) diphenyl phosphate

Base Information

• Chemical Name: (2,5-Dioxopyrrolidin-1-yl) diphenyl phosphate
• CAS No.: 75513-55-2
• Molecular Formula: C16H14NO6P
• Molecular Weight: 347.264
• DSSTox Substance ID: DTXSID40402721
• Nikkaji Number: J955.998A
• Mol file: 75513-55-2.mol

Synonyms:75513-55-2;(2,5-dioxopyrrolidin-1-yl) diphenyl phosphate;diphenyl succinimidyl phosphate;SDPP;n-succinimidyl diphenylphosphate;SCHEMBL1123548;DTXSID40402721;BXMVKQIIJSXIBU-UHFFFAOYSA-N;Phosphoric acid diphenylsuccinimidyl ester;1-[(Diphenoxyphosphoryl)oxy]pyrrolidine-2,5-dione

Chemical Property of (2,5-Dioxopyrrolidin-1-yl) diphenyl phosphate

Chemical Property:

• Vapor Pressure: 1.96E-08mmHg at 25°C
• Melting Point: 83-86oC(lit.)
• Boiling Point: 454.1°Cat760mmHg
• Flash Point: 228.4°C
• PSA: 91.95000
• Density: 1.43g/cm³
• LogP: 3.27100
• Storage Temp.: ?20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 347.05587416
• Heavy Atom Count: 24
• Complexity: 473

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OP(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3

Technology Process of (2,5-Dioxopyrrolidin-1-yl) diphenyl phosphate

There total 3 articles about (2,5-Dioxopyrrolidin-1-yl) diphenyl phosphate 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: 85.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + chlorophosphoric acid diphenyl ester (2524-64-3) → N-hydroxysuccinimido diphenyl phosphate (75513-55-2)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1023/A:1015170907274

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Diphenylphosphinic chloride (1499-21-4) → N-hydroxysuccinimido diphenyl phosphate (75513-55-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.ijpharm.2015.07.069

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-nitro-phenyl diphenyl phosphate (10359-36-1) → p-nitrophenolate (14609-74-6) + N-hydroxysuccinimido diphenyl phosphate (75513-55-2)

Guidance literature:

With cetyltrimethylammonim bromide; In water; at 27 ℃; pH=12.0; Further Variations:; pH-values; Reagents; Kinetics;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

chlorophosphoric acid diphenyl ester

4-nitro-phenyl diphenyl phosphate

Diphenylphosphinic chloride

Downstream raw materials:

Boc-Ala-O-N-hydroxysuccinimide

N-hydroxysuccinimide ester of 4-<(carbobenzyloxy)amino>butyric acid

N-benzyloxycarbonyl-5-aminovaleric acid succinimide ester

N-hydroxysuccinimide ester of 6-{[(benzyloxy)carbonyl]amino}hexanoic acid

Refernces

• 1、 Boyer, Cyrille A.,Clemons, Tristan D.,Edwards, Sky,Evans, Cameron W.,Iyer, K. Swaminathan,Kretzmann, Jessica A.,Nealon, Gareth L.,Norret, Marck,Singh, Ruhani. "Synthetic copolymer conjugates of docetaxel and: In vitro assessment of anticancer efficacy". supporting information. p. 20013 - 20020. Retrieved 2020/12/21.
• 2、 Wei, Fang,McConnell, Kellie I.,Yu, Tse-Kuan,Suh, Junghae. "Conjugation of paclitaxel on adeno-associated virus (AAV) nanoparticles for co-delivery of genes and drugs". experimental part. p. 167 - 172. Retrieved 2012/07/27.