Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate

Base Information

• Chemical Name: Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate
• CAS No.: 61260-15-9
• Molecular Formula: C10H11O5P
• Molecular Weight: 242.168
• Hs Code.: 2932209090
• UNII: F7Q5H4GD72
• DSSTox Substance ID: DTXSID60455870
• Nikkaji Number: J615.150G
• Mol file: 61260-15-9.mol

Synonyms:61260-15-9;Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate;dimethyl 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonate;3-dimethoxyphosphoryl-3H-2-benzofuran-1-one;3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid;MFCD16883476;dimethyl (3-oxo-1,3-dihydro-2-benzofuran-1-yl)phosphonate;(3-Oxo-1,3-Dihydroisobenzofuran-1-yl)Phosphonic Acid Dimethyl Ester;3-dimethoxyphosphoryl-3H-isobenzofuran-1-one;F7Q5H4GD72;SCHEMBL1689399;Dimethyl(3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate;DTXSID60455870;KEKUNQAVGWOYDW-UHFFFAOYSA-N;AMY38601;CS-M0104;AKOS016003673;Phthalide, 3-phosphono-, dimethyl ester;AC-29317;AS-68381;SY047475;dimethyl 3-oxobenzo[c]furan-1-ylphosphonate;FT-0699562;EN300-7398306;A857975;dimethyl 3-oxo-1,3,-dihydroisobenzofuran-1-ylphosphonate;dimethyl 3-oxo-1,3-dihydro-2-benzofuran-1-ylphosphonate;Dimethyl P-(1,3-dihydro-3-oxo-1-isobenzofuranyl)phosphonate;(1,3-Dihydro-3-oxoisobenzofuran-1-yl)phosphonic acid dimethyl ester;(3-oxo-1,3-dihydro-isobenzofuran-1-yl) phosphonic acid dimethyl ester;(3-oxo-1,3-dihydro-isobenzofuran-1-yl)-phosphonic acid dimethyl ester;(3-oxo-1,3-dihydro-isobenzofuran-1-yl)phosphonic acid dimethyl ester;Phosphonic acid, (1,3-dihydro-3-oxo-1-isobenzofuranyl)-, dimethyl ester;Phosphonic acid, P-(1,3-dihydro-3-oxo-1-isobenzofuranyl)-, dimethyl ester

Chemical Property of Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate

Chemical Property:

• Melting Point: 97-99℃
• Boiling Point: 402.0±45.0 °C(Predicted)
• PSA: 71.64000
• Density: 1.35
• LogP: 2.34150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 242.03441044
• Heavy Atom Count: 16
• Complexity: 321

Purity/Quality:

99%, ^*data from raw suppliers

Dimethyl(3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C1C2=CC=CC=C2C(=O)O1)OC
• Description: 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid can be used as a pharmaceutical intermediate for pharmaceutical synthesis experiments.
• Uses: Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate is a reagent used in the synthesis of 4-[3-(4-Cyclopropanecarbonylpiperazine-1-carbonyl)-4-fluorobenzyl]-2H-phthalazin-1-one, an inhibitor of both PARP-1 AND PARP-2 that shows standalone activity against BRCA1-deficient breast cancer cell lines.

Technology Process of Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate

There total 12 articles about Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)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: 96.0%

Dimethyl phosphite (868-85-9) + o-carboxybenzaldehyde (119-67-5) → dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate (61260-15-9)

Guidance literature:

Dimethyl phosphite; o-carboxybenzaldehyde; With sodium methylate; In methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;

With methanesulfonic acid; In methanol; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01324

Reference yield: 95.0%

3-hydroxy-1(3H)-isobenzofuranone (16859-59-9) + Dimethyl phosphite (868-85-9) → dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate (61260-15-9)

Guidance literature:

With sodium methylate; In methanol; at 0 - 20 ℃; for 1h;

Reference yield: 95.0%

methyl phosphite (96-36-6,868-85-9) + o-carboxybenzaldehyde (119-67-5) → dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate (61260-15-9)

Guidance literature:

methyl phosphite; o-carboxybenzaldehyde; With sodium methylate; In methanol; at 0 - 20 ℃; for 1h;

With methanesulfonic acid; In methanol;

upstream raw materials:

Dimethyl phosphite

o-carboxybenzaldehyde

N,N-diethylbenzamide

2-formyl-N,N-diethyl-1-benzamide

Downstream raw materials:

4,9-dihydroxynaphtho<2,3-c>cyclohexen-1-one

(E)-3-(3',4'-methylenedioxy)benzylidenephthalide

3-(benzo[d][1,3]dioxol-5-ylmethylene)isobenzofuran-1(3H)-one

dimethyl 1-(2-nitro-1-phenylethyl)-3-oxo-1,3-dihydroisobenzofuran-1ylphosphonate

Refernces

• 1、 Bowden, Gregory D.,Chailanggar, Nantanat,Maurer, Andreas,Pichler, Bernd J.. "Scalable 18F processing conditions for copper-mediated radiofluorination chemistry facilitate DoE optimization studies and afford an improved synthesis of [18F]olaparib". supporting information. p. 6995 - 7000. Retrieved 2021/08/25.
• 2、 -. "Preparation method of 2-fluoro-5-[(4-oxo-3H-2,3-diazanaphthalene)methyl]benzoic acid". Paragraph 0005; 0012. . Retrieved 2021/04/10.