DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE

Base Information

• Chemical Name: DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE
• CAS No.: 40665-68-7
• Molecular Formula: C11H15O5P
• Molecular Weight: 258.211
• Hs Code.: 2931900090
• Mol file: 40665-68-7.mol

Synonyms:Phosphonicacid, (2-oxo-3-phenoxypropyl)-, dimethyl ester (9CI);(2-Oxo-3-phenoxypropyl)phosphonic acid dimethyl ester;Dimethyl(2-oxo-3-phenoxypropyl)phosphonate;Dimethyl (3-phenoxyacetonyl)phosphonate;Dimethyl 3-phenoxy-2-oxopropylphosphonate;

Chemical Property of DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE

Chemical Property:

• Vapor Pressure: 1.16E-05mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 369.8 °C at 760 mmHg
• Flash Point: 191.1 °C
• PSA: 71.64000
• Density: 1.21 g/cm³
• LogP: 2.12040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99.0% ^*data from raw suppliers

Dimethyl(3-phenoxy-2-oxoproyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Uses: Dimethyl (3-phenoxy-2-oxoproyl)phosphonate Travopropst (T715600), a selective FP prostaglandin receptor agonist. Isopropyl ester of (+)-fluprostenol. Antiglaucoma. Used in the synthesis ofnovel prosta noid thromboxane A2 agonists. Dimethyl (3-phenoxy-2-oxoproyl)phosphonate Travopropst (T715600), a selective FP prostaglandin receptor agonist. Isopropyl ester of (+)-fluprostenol. Antiglaucoma. Used in the synthesis ofnovel prostanoid thromboxane A2 agonists.

Technology Process of DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE

There total 10 articles about DIMETHYL(3-PHENOXY-2-OXOPROPYL)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: 83.0%

methyl 2-phenoxyacetate (2065-23-8) + dimethyl methane phosphonate (756-79-6) → dimethyl (3-phenoxy-2-oxopropyl)phosphonate (40665-68-7)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

methyl 2-phenoxyacetate; In tetrahydrofuran; at -78 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.2174/157017811795371485

Reference yield:

phenoxyacetic acid ethyl ester (2555-49-9) + dimethyl methane phosphonate (756-79-6) → dimethyl (3-phenoxy-2-oxopropyl)phosphonate (40665-68-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane;

Reference yield:

2-hydroxy-3-phenoxypropyldimethylphosphonate → dimethyl (3-phenoxy-2-oxopropyl)phosphonate (40665-68-7)

Guidance literature:

With Jones reagent; In acetone; for 7h; Cooling with ice;

upstream raw materials:

methyl 2-phenoxyacetate

dimethyl lithiomethylphosphonate

dimethyl methane phosphonate

bis-tetrahydropyran-2-yl ether

Downstream raw materials:

propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

(Z)-7-[(1S,2R,3S,4R)-3-((E)-(R)-3-Hydroxy-4-phenoxy-but-1-enyl)-7-oxa-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester

<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

Refernces

• 1、 -. "Preparation method of beta-carboxyl phosphate". . . Retrieved 2017/09/01.
• 2、 Tolstikov, G. A.,Miftakhov, M. S.,Adler, M. E.,Platonov, V. E.,Sagitdinova, Kh. F.,Khalilov, L. M.. "PROSTANOIDS. XXX. SYNTHESIS OF THE ANALOGS OF 11-DEOXYPROSTA-GLANDINS E AND F". . p. 100 - 107. Retrieved 2007/10/02.