2-desaminopterin

Base Information

• Chemical Name: 2-desaminopterin
• CAS No.: 118869-51-5
• Molecular Formula: C19H19 N7 O5
• Molecular Weight: 425.4
• Mol file: 118869-51-5.mol

Synonyms:2-desaminopterin

Chemical Property of 2-desaminopterin

Chemical Property:

• Vapor Pressure: 4.34E-26mmHg at 25°C
• Boiling Point: 786.9°Cat760mmHg
• PKA: 3.47±0.10(Predicted)
• Flash Point: 429.7°C
• PSA: 193.31000
• Density: 1.547g/cm³
• LogP: 1.70700

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-desaminopterin

There total 5 articles about 2-desaminopterin 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: 40.0%

di-tert-butyl N-<4-<<(4-aminopteridin-6-yl)methyl>amino>benzoyl>-L-glutamate (118869-54-8) → N-<4-<<(4-aminopteridin-6-yl)methyl>amino>benzoyl>-L-glutamic acid (118869-51-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1021/jm00105a036

Reference yield: 33.0%

(S)-2-{4-[(4-Amino-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid bis-(2-ethoxy-ethyl) ester → N-<4-<<(4-aminopteridin-6-yl)methyl>amino>benzoyl>-L-glutamic acid (118869-51-5)

Guidance literature:

With barium dihydroxide; In ethanol; Ambient temperature; overnight;

DOI:10.1021/jm00105a036

Reference yield:

dimethyl N-(4-amino-benzoyl)-L-glutamate (52407-60-0) → N-<4-<<(4-aminopteridin-6-yl)methyl>amino>benzoyl>-L-glutamic acid (118869-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / i-Pr₂NEt / dimethylformamide / 18 h

2: Heating

3: 33 percent / Ba(OH)2*8H₂O / aq. ethanol / Ambient temperature; overnight

With barium dihydroxide; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00105a036

upstream raw materials:

di-tert-butyl N-<4-<<(4-aminopteridin-6-yl)methyl>amino>benzoyl>-L-glutamate

dimethyl N-(4-amino-benzoyl)-L-glutamate

dimethyl N-<4-<<(2-amino-3-cyanopyrazin-5-yl)methyl>amino>benzoyl>-L-glutamate

2-Amino-5-chloromethylpyrazine-3-carbonitrile

Refernces

• 1、 Rosowsky, Andre,Forsch, Ronald A.,Freisheim, James H.,Moran, Richard G.. "The 2-Desamino and 2-Desamino-2-methyl Analogues of Aminopterin Do Not Inhibit Dihydrofolate Reductase but Are Potently Toxic to Tumor Cells in Culture". . p. 517 - 520. Retrieved 2007/10/02.