Deazaminopterin

Base Information

• Chemical Name: Deazaminopterin
• CAS No.: 18921-68-1
• Molecular Formula: C21H22 N6 O5
• Molecular Weight: 438.442
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID901150403
• Nikkaji Number: J122.435B
• Wikidata: Q76009773
• ChEMBL ID: CHEMBL3244851
• Mol file: 18921-68-1.mol

Synonyms:Deazaminopterin;Deazaaminopterin;18921-68-1;NCS 529860;DEAZA-AMINOPTERIN;NSC 529860;CB 3702;Glutamic acid, N-(p-(((2,4-diamino-6-quinazolinyl)methyl)amino)benzoyl)-, L-;L-N-(p-(((2,4-Diamino-6-quinazolinyl)methyl)amino)benzoyl)glutamic acid;(4-(((2,4-diaminoquinazolin-6-yl)methyl)amino)benzoyl)-L-glutamic acid;L-Glutamic acid, N-(4-(((2,4-diamino-6-quinazolinyl)methyl)amino)benzoyl)-;CHEMBL3244851;2-{4-[(2,4-Diamino-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid;DTXSID901150403;AKOS040751452;CB-3702;(2S)-2-[[4-[(2,4-diaminoquinazolin-6-yl)methylamino]benzoyl]amino]pentanedioic acid;LS-71832;N-[4-[[(2,4-Diamino-6-quinazolinyl)methyl]amino]benzoyl]-L-glutamic acid

Chemical Property of Deazaminopterin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 193.55000
• Density: 1.508g/cm³
• LogP: 3.08040
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 438.16516782
• Heavy Atom Count: 32
• Complexity: 671

Purity/Quality:

99% ^*data from raw suppliers

DEAZA-AMINOPTERIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NC(CCC(=O)O)C(=O)O)NCC2=CC3=C(C=C2)N=C(N=C3N)N
• Isomeric SMILES: C1=CC(=CC=C1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCC2=CC3=C(C=C2)N=C(N=C3N)N

Technology Process of Deazaminopterin

There total 6 articles about Deazaminopterin 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:

di-tert-butyl L-glutamate (16874-06-9) → 5,8-dideazaaminopterin (18921-68-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / triethylamine / 1,2-dichloro-ethane / 5 h

2: 94 percent / H₂ / 10percent Pd/C / ethanol / 24 h

3: H₂, 70percent aq. acetic acid / Raney Ni

4: trifluoroacatic acid / 1 h

With hydrogen; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; nickel; In ethanol; 1,2-dichloro-ethane;

DOI:10.1021/jm00380a011

Reference yield:

di-tert-butyl (S)-N-(p-nitrobenzoyl)-glutamate (88050-23-1) → 5,8-dideazaaminopterin (18921-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / 10percent Pd/C / ethanol / 24 h

2: H₂, 70percent aq. acetic acid / Raney Ni

3: trifluoroacatic acid / 1 h

With hydrogen; acetic acid; trifluoroacetic acid; palladium on activated charcoal; nickel; In ethanol;

DOI:10.1021/jm00380a011

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → 5,8-dideazaaminopterin (18921-68-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / triethylamine / 1,2-dichloro-ethane / 5 h

2: 94 percent / H₂ / 10percent Pd/C / ethanol / 24 h

3: H₂, 70percent aq. acetic acid / Raney Ni

4: trifluoroacatic acid / 1 h

With hydrogen; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; nickel; In ethanol; 1,2-dichloro-ethane;

DOI:10.1021/jm00380a011

upstream raw materials:

(S)-2-{4-[(2,4-Diamino-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid di-tert-butyl ester

di-tert-butyl L-glutamate

di-tert-butyl (S)-N-(p-aminobenzoyl)-glutamate

di-tert-butyl (S)-N-(p-nitrobenzoyl)-glutamate

Downstream raw materials:

5,8-dideazamethopterin

Refernces