Dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate

Base Information

• Chemical Name: Dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate
• CAS No.: 50889-46-8
• Molecular Formula: C9H17F2O4P
• Molecular Weight: 258.202
• Hs Code.: 2931900090
• UNII: XJ9VWU5KVU
• DSSTox Substance ID: DTXSID30455903
• Wikidata: Q72471112
• Mol file: 50889-46-8.mol

Synonyms:Phosphonicacid, (3,3-difluoro-2-oxoheptyl)-, dimethyl ester (9CI);(3,3-Difluoro-2-oxoheptyl)phosphonic acid dimethyl ester;Dimethyl(2-oxo-3,3-difluoroheptyl)phosphonate;Dimethyl(3,3-difluoro-2-oxoheptyl)phosphonate;

Chemical Property of Dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.405
• Boiling Point: 300.974 °C at 760 mmHg
• Flash Point: 135.825 °C
• PSA: 62.41000
• Density: 1.163 g/cm³
• LogP: 2.86690
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Dichloromethane, Chloroform, Ethyl Acetate, Tetrahydrofuran
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 258.08325234
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl (3,3-Difluoro-2-oxoheptyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)CP(=O)(OC)OC)(F)F
• Uses: Dimethyl(3,3-difluoro-2-oxoheptyl)phosphonate (cas# 50889-46-8) is a compound useful in organic synthesis.

Technology Process of Dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate

There total 4 articles about Dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate 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: 78.0%

ethyl 2,2-difluorohexanoate (74106-81-3) + dimethyl methane phosphonate (756-79-6) → dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate (50889-46-8)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

ethyl 2,2-difluorohexanoate; In tetrahydrofuran; at 0 ℃; for 1h;

Reference yield:

sulfuric acid (7664-93-9) + ethyl 2,2-difluorohexanoate (74106-81-3) + dimethyl methane phosphonate (756-79-6) → Dimethyl-(2-oxo-3,4-difluoroheptyl)phosphonate (74106-82-4) + dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate (50889-46-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; pentane;

Reference yield:

ethyl 2-oxohexanoate (5753-96-8) → dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate (50889-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 4 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

2.2: 1 h / 0 °C

With n-butyllithium; diethylamino-sulfur trifluoride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

sulfuric acid

ethyl 2,2-difluorohexanoate

dimethyl methane phosphonate

ethyl 2-oxohexanoate

Downstream raw materials:

(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxo-1-octenyl)-2-oxo-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan

benzyl (Z)-7-[(1R,2R,3R)-2-((E)-4,4-difluoro-3-oxo-1-octenyl)-3-(phenylmethoxy)-5-oxocyclopentyl]-5-heptenoate

benzyl (Z)-7-[(1R,2R,3R,5S)-5-(2-tetrahydropyranyloxy)-2-((E)-4,4-difluoro-3-oxo-1-octenyl)-3-(phenylmethoxy)cyclopentyl]heptanoate

(Z)-7-[(1R,2R,3R)-2-((E)-4,4-difluoro-3-oxo-1-octenyl)-3-(phenylmethoxy)-5-oxocyclopentyl]-5-heptenoic acid

Refernces

• 1、 -. "PROSTAGLANDIN SYNTHESIS AND INTERMEDIATES FOR USE THEREIN". Page/Page column 6. . Retrieved 2010/04/23.