10-Propargylaminopterin

Base Information

• Chemical Name: 10-Propargylaminopterin
• CAS No.: 82318-25-0
• Molecular Formula: C22H22 N8 O5
• Molecular Weight: 478.467
• NSC Number: 334052
• ChEMBL ID: CHEMBL166915
• Mol file: 82318-25-0.mol

Synonyms:10-propargylaminopterin

Chemical Property of 10-Propargylaminopterin

Chemical Property:

• PSA: 210.54000
• Density: 1.531g/cm³
• LogP: 1.82510
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 10
• Exact Mass: 478.17131583
• Heavy Atom Count: 35
• Complexity: 811

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O

Technology Process of 10-Propargylaminopterin

There total 3 articles about 10-Propargylaminopterin 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: 81.0%

diethyl N-<4-<<(2,4-diamino-6-pteridinyl)methyl>propargylamino>benzoyl>-L-glutamate (82318-23-8) → N-<4-<<(2,4-diamino-6-pteridinyl)methyl>propargylamino>benzoyl>-L-glutamic acid (82318-25-0)

Guidance literature:

With sodium hydroxide; In methanol; 1.) 25 deg C, 18 h, 2.) reflux, 1 h;

DOI:10.1021/jm00349a024

Reference yield:

diethyl N-(p-aminobenzoyl)-L-glutamate (13726-52-8) → N-<4-<<(2,4-diamino-6-pteridinyl)methyl>propargylamino>benzoyl>-L-glutamic acid (82318-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaHCO₃ / toluene; ethanol / 16 h / Heating

2: 52 percent / N,N-dimethyl-acetamide / 1.) 25 deg C, 18 h, 2.) 60 deg C, 6 h, 3.) 80 deg C, 1 h

3: 81 percent / 1N aq. NaOH / methanol / 1.) 25 deg C, 18 h, 2.) reflux, 1 h

With sodium hydroxide; sodium hydrogencarbonate; In methanol; ethanol; N,N-dimethyl acetamide; toluene;

DOI:10.1021/jm00349a024

Reference yield:

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate (76858-72-5) → N-<4-<<(2,4-diamino-6-pteridinyl)methyl>propargylamino>benzoyl>-L-glutamic acid (82318-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / N,N-dimethyl-acetamide / 1.) 25 deg C, 18 h, 2.) 60 deg C, 6 h, 3.) 80 deg C, 1 h

2: 81 percent / 1N aq. NaOH / methanol / 1.) 25 deg C, 18 h, 2.) reflux, 1 h

With sodium hydroxide; In methanol; N,N-dimethyl acetamide;

DOI:10.1021/jm00349a024

upstream raw materials:

diethyl N-<4-<<(2,4-diamino-6-pteridinyl)methyl>propargylamino>benzoyl>-L-glutamate

diethyl N-(p-aminobenzoyl)-L-glutamate

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate

Downstream raw materials:

folic acid

N¹⁰-propargylpteroic acid

4-amino-4-deoxy-10-propargylpteroic acid

N¹⁰-propargylfolic acid