TETRAETHYL(4-HYDROXYBUTYLIDENE)BISPHOSPHONATE

Base Information

• Chemical Name: TETRAETHYL(4-HYDROXYBUTYLIDENE)BISPHOSPHONATE
• CAS No.: 150250-34-3
• Molecular Formula: C12H28 O7 P2
• Molecular Weight: 346.298
• Mol file: 150250-34-3.mol

Synonyms:Phosphonicacid, (4-hydroxybutylidene)bis-, tetraethyl ester (9CI); Tetraethyl 4-Hydroxybutylene-1,1-bisphosphonate;Tetraethyl 4-hydroxybutylidene-1,1-bisphosphonate; Tetraethyl4-hydroxybutylidenediphosphonate

Chemical Property of TETRAETHYL(4-HYDROXYBUTYLIDENE)BISPHOSPHONATE

Chemical Property:

• Boiling Point: 449.6±40.0 °C(Predicted)
• PKA: 14.97±0.10(Predicted)
• PSA: 110.91000
• Density: 1.161±0.06 g/cm3(Predicted)
• LogP: 3.61720

Purity/Quality:

95%-98% ^*data from raw suppliers

TETRAETHYL(4-HYDROXYBUTYLIDENE)BISPHOSPHONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TETRAETHYL(4-HYDROXYBUTYLIDENE)BISPHOSPHONATE

There total 4 articles about TETRAETHYL(4-HYDROXYBUTYLIDENE)BISPHOSPHONATE 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 4-(tetrahydro-2H-pyran-2-yloxy)butylene-1,1-bisphosphonate (150250-33-2) → tetraethyl 4-hydroxybutylene-1,1-bisphosphonate (150250-34-3)

Guidance literature:

With Amberlyst H₁₅; In methanol; at 45 ℃; for 1h;

DOI:10.1080/10426509808036988

Reference yield: 68.0%

tetraethyl but-3-enylidene-1,1-bisphosphonate (126146-27-8) → tetraethyl 4-hydroxybutylene-1,1-bisphosphonate (150250-34-3)

Guidance literature:

tetraethyl but-3-enylidene-1,1-bisphosphonate; With borane-THF; In tetrahydrofuran; at 0 ℃; for 1.5h;

With sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 1h; Further stages.;

DOI:10.1021/ja0123857

Reference yield:

Tetraethyl methylenediphosphonate (1660-94-2) → tetraethyl 4-hydroxybutylene-1,1-bisphosphonate (150250-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene

2.1: BH₃*THF / tetrahydrofuran / 1.5 h / 0 °C

2.2: 68 percent / 30percent H₂O₂; 3 M aq. NaOH / methanol; tetrahydrofuran / 1 h / 50 °C

With borane-THF; In tetrahydrofuran; toluene;

DOI:10.1021/ja0123857

upstream raw materials:

tetraethyl 4-(tetrahydro-2H-pyran-2-yloxy)butylene-1,1-bisphosphonate

tetraethyl but-3-enylidene-1,1-bisphosphonate

Tetraethyl methylenediphosphonate

Downstream raw materials:

tetraethyl 4-phenoxycarbonyloxybutylidene-1,1-diphosphonate

1-cyclopropyl-6-fluoro-1,4-dihydro-7-(4-(3-(4-(4,4-bis(diethylphosphono)butoxy)phenyl)-3-oxopropyl)-3-methylpiperazin-1-yl)-8-methoxy-4-oxoquinoline-3-carboxylic acid

C₆₇H₉₆N₄O₁₉P₂

1-(4-(4,4-bis(diethylphosphono)butoxy)phenyl)prop-2-en-1-one

Refernces

• 1、 -. "PHOSPHONATED RIFAMYCINS AND USES THEREOF FOR THE PREVENTION AND TREATMENT OF BONE AND JOINT INFECTIONS". Page/Page column 125-126. . Retrieved 2010/04/03.
• 2、 -. "Phosphonated Fluoroquinolones, Antibacterial Analogs Thereof, and Methods for the Prevention and Treatment of Bone and Joint Infections". Page/Page column 59. . Retrieved 2008/12/09.