(E)-(4-Amino-5-ethoxy-2-methyl-5-oxopent-2-en-1-yl)phosphonic acid

Base Information

• Chemical Name: (E)-(4-Amino-5-ethoxy-2-methyl-5-oxopent-2-en-1-yl)phosphonic acid
• CAS No.: 127910-32-1
• Molecular Formula: C8H16 N O5 P
• Molecular Weight: 237.19
• European Community (EC) Number: 694-678-0
• DSSTox Substance ID: DTXSID401211432
• Mol file: 127910-32-1.mol

Synonyms:2-amino-4-methyl-5-phosphono-3 pentenoic acid carboxyethyl ester;CGP 39551;CGP-39551

Chemical Property of (E)-(4-Amino-5-ethoxy-2-methyl-5-oxopent-2-en-1-yl)phosphonic acid

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 9.46E-09mmHg at 25°C
• Melting Point: 236-239ºC
• Boiling Point: 434.1 °C at 760 mmHg
• Flash Point: 216.3 °C
• PSA: 119.66000
• Density: 1.312 g/cm³
• LogP: 0.70110
• Storage Temp.: Desiccate at +4°C
• Solubility.: H2O: soluble15mg/mL, clear
• XLogP3: -3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 237.07660961
• Heavy Atom Count: 15
• Complexity: 295

Purity/Quality:

98%min ^*data from raw suppliers

CGP 39551 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C=C(C)CP(=O)(O)O)N
• Isomeric SMILES: CCOC(=O)C(/C=C(\C)/CP(=O)(O)O)N
• Uses: CGP 39551 is a potent, selective and competitive NMDA antagonist.

Technology Process of (E)-(4-Amino-5-ethoxy-2-methyl-5-oxopent-2-en-1-yl)phosphonic acid

There total 4 articles about (E)-(4-Amino-5-ethoxy-2-methyl-5-oxopent-2-en-1-yl)phosphonic acid 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:

DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid (127910-31-0) → CGP 39551 (127910-32-1)

Guidance literature:

With methyloxirane; In ethanol;

Reference yield:

E-2-formylamino-4-methyl-5-dimethyl-phosphono-3-pentenoic acid ethyl ester (115972-31-1) + trimethylsilyl bromide (2857-97-8) → CGP 39551 (127910-32-1)

Guidance literature:

With methyloxirane; In ethanol; dichloromethane;

Reference yield:

E-2-formylamino-4-methyl-5-diisopropylphosphono-3-pentenoic acid ethyl ester (122709-16-4) + trimethylsilyl bromide (2857-97-8) → CGP 39551 (127910-32-1)

Guidance literature:

With methyloxirane; In ethanol; dichloromethane; toluene;

upstream raw materials:

E-2-formylamino-4-methyl-5-dimethyl-phosphono-3-pentenoic acid ethyl ester

trimethylsilyl bromide

E-2-formylamino-4-methyl-5-diisopropylphosphono-3-pentenoic acid ethyl ester

DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid

Downstream raw materials:

DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid

Refernces