Tetraethyl(O-tetrahydropyranyl-propylidene)bisphosphonate, 95 %

Base Information

• Chemical Name: Tetraethyl(O-tetrahydropyranyl-propylidene)bisphosphonate, 95 %
• CAS No.: 150250-33-2
• Molecular Formula: C₁₇H₃₆O₈P₂
• Molecular Weight: 430.416
• Mol file: 150250-33-2.mol

Synonyms:Phosphonicacid, [4-[(tetrahydro-2H-pyran-2-yl)oxy]butylidene]bis-, tetraethyl ester(9CI); Tetraethyl 4-[(Tetrahydro-2H-pyran-2-yl)oxy]butylene-1,1-bisphosphonate

Chemical Property of Tetraethyl(O-tetrahydropyranyl-propylidene)bisphosphonate, 95 %

Chemical Property:

• Boiling Point: 526.0±50.0 °C(Predicted)
• PSA: 109.14000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 4.77800

Purity/Quality:

97% ^*data from raw suppliers

TETRAETHYL(O-TETRAHYDROPYRANYL-PROPYLIDENE)BISPHOSPHONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tetraethyl(O-tetrahydropyranyl-propylidene)bisphosphonate, 95 %

There total 2 articles about Tetraethyl(O-tetrahydropyranyl-propylidene)bisphosphonate, 95 % 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:

3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide (33821-94-2) + Tetraethyl methylenediphosphonate (1660-94-2) → tetraethyl 4-(tetrahydro-2H-pyran-2-yloxy)butylene-1,1-bisphosphonate (150250-33-2)

Guidance literature:

With sodium hydride; Yield given; Multistep reaction; 1.) THF, RT, 15 min, 2.) THF, reflux, 6 h;

DOI:10.1080/10426509808036988

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → tetraethyl 4-(tetrahydro-2H-pyran-2-yloxy)butylene-1,1-bisphosphonate (150250-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Amberlyst H₁₅ / hexane / 2 h / Ambient temperature

2: 1.) NaH / 1.) THF, RT, 15 min, 2.) THF, reflux, 6 h

With Amberlyst H₁₅; sodium hydride; In hexane;

DOI:10.1080/10426509808036988

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

upstream raw materials:

3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide

Tetraethyl methylenediphosphonate

3,4-dihydro-2H-pyran

Downstream raw materials:

tetraethyl 4-hydroxybutylene-1,1-bisphosphonate

tetraethyl 4-aminobutylidene-1,1-bisphosphonate

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

C₆₇H₉₆N₄O₁₉P₂

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、 Tanaka, Kelly S.E.,Houghton, Tom J.,Kang, Ting,Dietrich, Evelyne,Delorme, Daniel,Ferreira, Sandra S.,Caron, Laurence,Viens, Frederic,Arhin, Francis F.,Sarmiento, Ingrid,Lehoux, Dario,Fadhil, Ibtihal,Laquerre, Karine,Liu, Jing,Ostiguy, Valerie,Poirier, Hugo,Moeck, Gregory,Parr Jr., Thomas R.,Rafai Far, Adel. "Bisphosphonated fluoroquinolone esters as osteotropic prodrugs for the prevention of osteomyelitis". experimental part. p. 9217 - 9229. Retrieved 2009/04/11.