Glutamic acid, N-(p-(2-(2,4-diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)-

Base Information

• Chemical Name: Glutamic acid, N-(p-(2-(2,4-diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)-
• CAS No.: 85345-35-3
• Molecular Formula: C21H22 N6 O5
• Molecular Weight: 438.44
• DSSTox Substance ID: DTXSID50234535
• Nikkaji Number: J122.433F
• Wikidata: Q76156939
• Mol file: 85345-35-3.mol

Synonyms:85345-35-3;Glutamic acid, N-(p-(2-(2,4-diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)-;N-(p-(2-(2,4-Diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)glutamic acid;DTXSID50234535;C21H20N6O5;C21-H20-N6-O5;LS-71828;N-[4-[2-(2,4-Diaminopyrido[3,2-d]pyrimidin-6-yl)ethyl]benzoyl]-L-glutamic acid

Chemical Property of Glutamic acid, N-(p-(2-(2,4-diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)-

Chemical Property:

• PSA: 195.87000
• Density: 1.474g/cm³
• LogP: 1.27330
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 438.16516782
• Heavy Atom Count: 32
• Complexity: 671

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC2=NC3=C(C=C2)N=C(N=C3N)N)C(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: C1=CC(=CC=C1CCC2=NC3=C(C=C2)N=C(N=C3N)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O

Technology Process of Glutamic acid, N-(p-(2-(2,4-diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)-

There total 5 articles about Glutamic acid, N-(p-(2-(2,4-diaminopyrido(3,2-d)pyrimidin-6-yl)ethyl)benzoyl)- 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: 82.0%

(S)-2-{4-[2-(2,4-Diamino-pyrido[3,2-d]pyrimidin-6-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester (85325-88-8) → 8,10-dideazaminopterin (85345-35-3)

Guidance literature:

With sodium hydroxide; water; In 2-methoxy-ethanol; for 4.5h; Ambient temperature;

DOI:10.1002/jhet.5570190674

Reference yield:

2,4-Diamino-6-(hydroxymethyl)pyrido<3,2-d>pyrimidine (76822-61-2) → 8,10-dideazaminopterin (85345-35-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / triphenylphosphine dibromide / dimethylformamide / 1 h / Ambient temperature

2: 1) triphenylphosphine; 2) sodium methoxide / 1) DMF, 60 deg C, 1 h; 2) room temp., 20 h

3: 65 percent / hydrogen / platinum oxide / ethanol; acetic acid

4: 82 percent / 1M NaOH, water / 2-methoxy-ethanol / 4.5 h / Ambient temperature

With sodium hydroxide; water; hydrogen; sodium methylate; triphenylphosphine; dibromotriphenylphosphorane; platinum(IV) oxide; In ethanol; 2-methoxy-ethanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570190674

Reference yield:

diethyl 4-formylbenzoyl-L-glutamate (56277-36-2) → 8,10-dideazaminopterin (85345-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) triphenylphosphine; 2) sodium methoxide / 1) DMF, 60 deg C, 1 h; 2) room temp., 20 h

2: 65 percent / hydrogen / platinum oxide / ethanol; acetic acid

3: 82 percent / 1M NaOH, water / 2-methoxy-ethanol / 4.5 h / Ambient temperature

With sodium hydroxide; water; hydrogen; sodium methylate; triphenylphosphine; platinum(IV) oxide; In ethanol; 2-methoxy-ethanol; acetic acid;

DOI:10.1002/jhet.5570190674

upstream raw materials:

(S)-2-{4-[2-(2,4-Diamino-pyrido[3,2-d]pyrimidin-6-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

diethyl 4-formylbenzoyl-L-glutamate

2,4-Diamino-6-(hydroxymethyl)pyrido<3,2-d>pyrimidine

2,4-diamino-6-(bromomethyl)pyrido<3,2-d>pyrimidine hydrobromide