ChemicalBook CAS DataBase List Aminopterin

Aminopterin synthesis

9synthesis methods

Product Name:Aminopterin
CAS Number:54-62-6
Molecular formula:C19H20N8O5
Molecular Weight:440.41

4271-30-1 Synthesis

4271-30-1
358 suppliers
$6.00/1g

7732-18-5
458 suppliers
$12.69/100ml

52853-40-4 Synthesis

6-(Bromomethyl)-2,4-pteridinediamine hydrobromide

52853-40-4
158 suppliers
$21.00/250mg

54-62-6
204 suppliers
$25.00/10mg

Yield:54-62-6 68%

Reaction Conditions:

in ethanol

Steps:

3 N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic Acid (3, Aminopterin) Hydrate (4:7).
EXAMPLE 3. N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic Acid (3, Aminopterin) Hydrate (4:7). A mixture of I (168 mg, 0.500 mmole) and N-(4-aminobenzoyl)-L-glutamic acid (400 mg, 1.50 mmoles) in DMAC (2 ml) was stirred at 25° under N₂ in a stoppered flask protected from light. Solution occurred after 2 hrs. After 18 hrs, the orange solution was mixed with H₂ O (15 ml) with stirring to give a finely divided, yellow precipitate. The mixture was centrifuged, and the supernatant removed by decantation. The yellow solid was stirred with four 15-ml portions of H₂ O, each of which was removed by decantation after centrifugation. The solid was then suspended in EtOH (15-20 ml), collected by filtration, washed with Et₂ O, and dried in vacuo (25°, P₂ O₅) to give hydrated 3 in 68% yield (160 mg). Anal. Calcd for C₁₉ H₂₀ N₈ O_5.1.75H₂ O: C, 48.36; H, 5.02; N, 23.74. Found: C, 48.72; H, 4.91; N, 23.36.