Pyridoxal 5'-methylenephosphonate

Base Information

• Chemical Name: Pyridoxal 5'-methylenephosphonate
• CAS No.: 26210-18-4
• Molecular Formula: C₈H₁₀NO₅P
• Molecular Weight: 231.145
• DSSTox Substance ID: DTXSID20180853
• Nikkaji Number: J344.484H
• ChEMBL ID: CHEMBL351778
• Mol file: 26210-18-4.mol

Synonyms:pyridoxal 5'-methylenephosphonate

Chemical Property of Pyridoxal 5'-methylenephosphonate

Chemical Property:

• Vapor Pressure: 3.54E-14mmHg at 25°C
• Boiling Point: 577.5°Cat760mmHg
• Flash Point: 303.1°C
• PSA: 117.53000
• Density: 1.599g/cm³
• LogP: 0.58580
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 231.02965942
• Heavy Atom Count: 15
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=C1O)C=O)CP(=O)(O)O

Technology Process of Pyridoxal 5'-methylenephosphonate

There total 4 articles about Pyridoxal 5'-methylenephosphonate 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: 20.0%

diethyl [(4-formyl-3-hydroxy-2-methyl-5-pyridyl)methyl]phosphonate (84521-13-1) → (4-formyl-3-hydroxy-2-methyl-5-pyridyl)methylphosphonic acid (26210-18-4) + ethyl [(4-formyl-3-hydroxy-2-methyl-5-pyridyl)methyl]phosphonate (84521-12-0)

Guidance literature:

With hydrogenchloride; for 5h; Heating;

DOI:10.1021/jm00358a027

Reference yield:

α4,3-O-isopropylidene-α5-pyridoxyl chloride (14142-90-6) → (4-formyl-3-hydroxy-2-methyl-5-pyridyl)methylphosphonic acid (26210-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 52 percent / diethyl ether / 50 h / Heating

2: 60 percent / 1N HCl / 0.25 h / Heating

3: 53 percent / MnO₂ / CHCl₃ / 12 h / Ambient temperature

4: 40 percent / 20percent HCl / 5 h / Heating

With hydrogenchloride; manganese(IV) oxide; In diethyl ether; chloroform;

DOI:10.1021/jm00358a027

Reference yield:

diethyl {[3-hydroxy-4-(hydroxymethyl)-2-methyl-5-pyridyl]methyl}phosphonate (84537-05-3) → (4-formyl-3-hydroxy-2-methyl-5-pyridyl)methylphosphonic acid (26210-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / MnO₂ / CHCl₃ / 12 h / Ambient temperature

2: 40 percent / 20percent HCl / 5 h / Heating

With hydrogenchloride; manganese(IV) oxide; In chloroform;

DOI:10.1021/jm00358a027

upstream raw materials:

diethyl [(4-formyl-3-hydroxy-2-methyl-5-pyridyl)methyl]phosphonate

α⁴,3-O-isopropylidene-α⁵-pyridoxyl chloride

diethyl {[3-hydroxy-4-(hydroxymethyl)-2-methyl-5-pyridyl]methyl}phosphonate

diethyl α⁴,3-O-isopropylidene-α⁵-pyridoxylphosphonate

Refernces