DiMethoxyphosphinylhydroxy Acetic Acid Methyl Ester

Base Information

• Chemical Name: DiMethoxyphosphinylhydroxy Acetic Acid Methyl Ester
• CAS No.: 78186-91-1
• Molecular Formula: C5H11O6P
• Molecular Weight: 198.112
• Mol file: 78186-91-1.mol

Synonyms:ACETIC ACID, (DIMETHOXYPHOSPHINYL)HYDROXY-, METHYL ESTER;

Chemical Property of DiMethoxyphosphinylhydroxy Acetic Acid Methyl Ester

Chemical Property:

• Melting Point: 59-61 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7))
• Boiling Point: 285.8±30.0 °C(Predicted)
• PKA: 10.57±0.20(Predicted)
• PSA: 158.59000
• Density: 1.326±0.06 g/cm3(Predicted)
• LogP: 4.64450

Purity/Quality:

DimethoxyphosphinylhydroxyAceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Dimethoxyphosphinylhydroxy Acetic Acid Methyl Ester is involved in release of iron from the serum iron transport protein, transferrin.

Technology Process of DiMethoxyphosphinylhydroxy Acetic Acid Methyl Ester

There total 4 articles about DiMethoxyphosphinylhydroxy Acetic Acid Methyl Ester 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: 90.0%

methyl phosphite (96-36-6,868-85-9) + Methyl glyoxalate hydrate (87692-15-7) → (±)-methyl 2-(dimethoxyphosphinyl)-2-hydroxyacetate (78186-91-1)

Guidance literature:

In benzene; Heating; continuos removal of water;

DOI:10.1016/S0040-4039(01)92517-1

Reference yield: 82.0%

dimethylphosphoric acid (813-78-5) + Methyl glyoxylate (922-68-9) → (±)-methyl 2-(dimethoxyphosphinyl)-2-hydroxyacetate (78186-91-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; Heating;

DOI:10.1016/S0040-4039(01)91067-6

Reference yield: 72.0%

Methyl glyoxylate (922-68-9) + Dimethyl phosphite (868-85-9) → (±)-methyl 2-(dimethoxyphosphinyl)-2-hydroxyacetate (78186-91-1)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c3ob41574k

upstream raw materials:

methanol

methyl phosphite

Methyl glyoxalate hydrate

dimethylphosphoric acid

Downstream raw materials:

methyl 2-dimethoxyphosphoryl-2-methoxyacetate

methyl α-(dimethoxyphosphinyl)glycolate benzyl ether

Refernces

• 1、 Tomioka, Hideo,Hirai, Katsuyuki. "Neighbouring Phosphonate Group Participation in Carbene Chemistry". . p. 1611 - 1613. Retrieved 2007/10/02.
• 2、 Nakamura, Eiichi. "NEW ACYL ANION EQUIVALENT. A SHORT ROUTE TO THE ENOL LACTAM INTERMEDIATE IN CYTOCHALASIN SYNTHESIS". . p. 663 - 666. Retrieved 2007/10/02.