3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pro pyl-ethoxy-phosphinic acid

Base Information

• Chemical Name: 3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pro pyl-ethoxy-phosphinic acid
• CAS No.: 113811-51-1
• Molecular Formula: C₂₀H₂₇N₈O₄P
• Molecular Weight: 474.459
• Mol file: 113811-51-1.mol

Synonyms:3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pro pyl-ethoxy-phosphinic acid

Chemical Property of 3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pro pyl-ethoxy-phosphinic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 192.28000
• Density: 1.42g/cm³
• LogP: 3.11570

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pro pyl-ethoxy-phosphinic acid

There total 3 articles about 3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pro pyl-ethoxy-phosphinic 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:

diethyl (2-cyanoethyl)phosphonate (10123-62-3) → monoethyl N-(4-amino-4-deoxy-N10-methylpteroyl)-3-aminopropanephosphonate (113811-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / BH₃ / tetrahydrofuran / 0.5 h / Ambient temperature

2: aq. NaOH / 18 h / 100 °C

3: 1.) Et₃N, diethyl phosphorocyanidate, 2.) Et₃N, Me₃SiCl / 1) DMF, overnight; 2) CH₂Cl₂; 3) RT, 6 d, DMF, CH₂Cl₂

With sodium hydroxide; chloro-trimethyl-silane; diethyl cyanophosphonate; borane; triethylamine; In tetrahydrofuran;

DOI:10.1021/jm00402a012

Reference yield:

diethyl 3-aminopropan-1-ylphosphonate (4402-24-8) → monoethyl N-(4-amino-4-deoxy-N10-methylpteroyl)-3-aminopropanephosphonate (113811-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 18 h / 100 °C

2: 1.) Et₃N, diethyl phosphorocyanidate, 2.) Et₃N, Me₃SiCl / 1) DMF, overnight; 2) CH₂Cl₂; 3) RT, 6 d, DMF, CH₂Cl₂

With sodium hydroxide; chloro-trimethyl-silane; diethyl cyanophosphonate; triethylamine;

DOI:10.1021/jm00402a012

Reference yield:

4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid (19741-14-1) + monoethyl 3-aminopropanephosphonate (113811-58-8) → monoethyl N-(4-amino-4-deoxy-N10-methylpteroyl)-3-aminopropanephosphonate (113811-51-1)

Guidance literature:

With chloro-trimethyl-silane; diethyl cyanophosphonate; triethylamine; Yield given. Multistep reaction; 1) DMF, overnight; 2) CH₂Cl₂; 3) RT, 6 d, DMF, CH₂Cl₂;

DOI:10.1021/jm00402a012

upstream raw materials:

4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid

monoethyl 3-aminopropanephosphonate

diethyl (2-cyanoethyl)phosphonate

diethyl 3-aminopropan-1-ylphosphonate