1596347-54-4

Basic information

• Product Name: di-tert-butyl (p-toluenesulfonylmethyl) phosphate
• CAS NO: 1596347-54-4
• Molecular Weight: 394.426
• Mol File: 1596347-54-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: di-tert-butyl (p-toluenesulfonylmethyl) phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: di-tert-butyl (p-toluenesulfonylmethyl) phosphate(1596347-54-4)
• EPA Substance Registry System: di-tert-butyl (p-toluenesulfonylmethyl) phosphate(1596347-54-4)

Safety Data

• Hazardous Substances Data: 1596347-54-4(Hazardous Substances Data)

Upstream product

• 24124-59-2 methylene ditosylate 
• 33494-80-3 potassium di-tert-butylphosphate 
• 117184-52-8 iodomethyl 4-methylbenzenesulfonate 
• 13086-84-5 di-tert-butyl phosphite 

Relevant articles and documents

Development of efficient processes for the preparation of Di-tert-butyl potassium phosphate and Di-tert-butyl (Chloromethyl) phosphate

A new and efficient process to prepare di-tert-butyl (chloromethyl) phosphate, a key compound in the formation of many phosphon-oxymethyl pro-drugs, from chloromethyl chlorosulfate (CMCS) and di-tert-butyl potassium phosphate (DTBPP) is described. To develop a process to this important compound with overall efficiency, an improved synthesis of DTBPP was required. The two-step process to DTBPP starts from PCl3 and leverages a H2O 2/catalytic KI mediated oxidation of di-tert-butyl phosphite to provide DTBPP in 81% yield and high purity. In the development of the new process to di-tert-butyl (chloromethyl) phosphate, a comparison to the corresponding tosylate derivative was made. A rational selection of base, phase-transfer catalyst (PTC), and stabilizing additive minimized CMCS decomposition and led to an optimized yield (90% solution yield), improved product purity, and identification of a technique to enable the long-term storage of di-tert-butyl (chloromethyl) phosphate.