Bis(diethoxyphosphoryl)methanamine

Base Information

• Chemical Name: Bis(diethoxyphosphoryl)methanamine
• CAS No.: 80474-99-3
• Molecular Formula: C9H23 N O6 P2
• Molecular Weight: 303.232
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID50378726
• Nikkaji Number: J1.332.141H
• Wikidata: Q82168279
• Mol file: 80474-99-3.mol

Synonyms:Bis(diethoxyphosphoryl)methanamine;80474-99-3;tetraethyl aminomethylenediphosphonate;Tetraethyl(aminomethylene)bisphosphonate;Tetraethyl(aminomethylene)bisphosphonate oxalate salt;tetraethyl (aminomethylene)bis(phosphonate);SCHEMBL282248;Bis(diethoxyphosphinyl)methylamine;DTXSID50378726;ICVPXOZTKDAJJZ-UHFFFAOYSA-N;BBL102568;MFCD00800261;MFCD04038931;STL556371;AKOS017343440;Tetraethyl (aminomethylene)bisphosphonate;Tetraethyl 1-aminomethylenebisphosphonate;tetraethyl (aminomethanediyl)bis(phosphonate);tetraethyl (aminomethylene)bis-(phosphonate);tetraethyl 1-aminomethane-1,1-bisphosphonate;Tetraethyl(TROC-aminomethylene)bisphosphonate;aminomethylenediphosphonic acid tetraethyl ester;F81801

Chemical Property of Bis(diethoxyphosphoryl)methanamine

Chemical Property:

• PSA: 116.70000
• LogP: 3.46120
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 303.10006145
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Tetraethyl(aminomethylene)bisphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(N)P(=O)(OCC)OCC)OCC

Technology Process of Bis(diethoxyphosphoryl)methanamine

There total 3 articles about Bis(diethoxyphosphoryl)methanamine 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: 100.0%

tetraethyl (N,N-dibenzyl)aminomethyl-bis(phosphonate) (80474-97-1) → tetraethyl (aminomethylene)bis(phosphonate) (80474-99-3)

Guidance literature:

With cyclohexene; palladium on activated charcoal; In methanol; for 20h; Heating;

DOI:10.1080/00397919608003560

Reference yield:

tetraethyl (benzyloxycarbonylaminomethyl)bisphosphonate → tetraethyl (aminomethylene)bis(phosphonate) (80474-99-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 1h;

DOI:10.1002/ejoc.201801633

Reference yield:

formamide (77287-34-4,77287-35-5,60100-09-6) + triethyl phosphite (122-52-1) → tetraethyl (aminomethylene)bis(phosphonate) (80474-99-3)

Guidance literature:

With trichlorophosphate; at -7.5 ℃; Inert atmosphere;

DOI:10.1039/c5cc02259b

upstream raw materials:

tetraethyl (N,N-dibenzyl)aminomethyl-bis(phosphonate)

formamide

triethyl phosphite

Downstream raw materials:

tetraethyl (E)-N-(2-pyridinemethyliden)aminomethyldiphosphonate

tetraethyl (E)-N-(3-pyridinemethyliden)aminomethyldiphosphonate

tetraethyl (E)-N-(2-allyloxybenzyliden)aminomethyldiphosphonate

[4-({[bis-(diethoxy-phosphoryl)-methyl]-carbamoyl}-methyl)-7,10-bis-tert-butoxycarbonylmethyl-1,4,7,10tetraaza-cyclododec-1-yl]-acetic acid tert-butyl ester

Refernces

• 1、 Viveros-Ceballos, José Luis,Matías-Valdez, Lizeth A.,Sayago, Francisco J.,Cativiela, Carlos,Ordó?ez, Mario. "New approaches towards the synthesis of 1,2,3,4-tetrahydro isoquinoline-3-phosphonic acid (TicP)". . p. 451 - 459. Retrieved 2021/03/06.
• 2、 Chakraborty, Sudipta,Goswami, Dibakar,Chakravarty, Rubel,Mohammed, Sahiralam Khan,Sarma, Haladhar Deb,Dash, Ashutosh. "Syntheses and evaluation of 68Ga- and 153Sm-labeled DOTA-conjugated bisphosphonate ligand for potential use in detection of skeletal metastases and management of pain arising from skeletal metastases". . p. 1618 - 1626. Retrieved 2018/06/04.