Phosphonic acid, [(4-methylphenyl)methyl]-, bis(1,1-dimethylethyl) ester

Base Information

• Chemical Name: Phosphonic acid, [(4-methylphenyl)methyl]-, bis(1,1-dimethylethyl) ester
• CAS No.: 174969-89-2
• Molecular Formula: C16H27O3P
• Molecular Weight: 298.362
• DSSTox Substance ID: DTXSID70474214
• Nikkaji Number: J1.963.549J
• Wikidata: Q82304065
• Mol file: 174969-89-2.mol

Synonyms:174969-89-2;Phosphonic acid, [(4-methylphenyl)methyl]-, bis(1,1-dimethylethyl) ester;SCHEMBL19414160;DTXSID70474214

Chemical Property of Phosphonic acid, [(4-methylphenyl)methyl]-, bis(1,1-dimethylethyl) ester

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 298.16978172
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CP(=O)(OC(C)(C)C)OC(C)(C)C

Technology Process of Phosphonic acid, [(4-methylphenyl)methyl]-, bis(1,1-dimethylethyl) ester

There total 3 articles about Phosphonic acid, [(4-methylphenyl)methyl]-, bis(1,1-dimethylethyl) 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: 94.0%

di-tert-butyl phosphite (13086-84-5) + 4-Methylbenzyl bromide (104-81-4) → (4-methylbenzyl)phosphonic acid di-tert-butyl ester (174969-89-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 20h; Heating;

DOI:10.1021/ol035078+

Reference yield:

di-tert-butyl phosphite (13086-84-5) + 4-Methylbenzyl bromide (104-81-4) → (4-methylbenzyl)phosphonic acid di-tert-butyl ester (174969-89-2)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 0.5 h, 2.) THF, reflux, 20 h;

DOI:10.1016/0040-4020(95)01003-3

Reference yield:

4-Methylbenzyl bromide (104-81-4) + sodium di-tert-butylphosphite → (4-methylbenzyl)phosphonic acid di-tert-butyl ester (174969-89-2)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/0957-4166(95)00050-Y

upstream raw materials:

4-Methylbenzyl bromide

di-tert-butyl phosphite

di-tert-butyl phosphite

Downstream raw materials:

(4-bromomethylbenzyl)phosphonic acid di-tert-butyl ester

L-4-((di-tert-butyl)phosphonomethyl)phenylalanine

(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-[4'-(di-tert-butylphosphonomethyl)benzyl]-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

2-(Benzhydrylidene-amino)-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionic acid ethyl ester