diethyl 1-acetyl-2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolate

Base Information

• Chemical Name: diethyl 1-acetyl-2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolate
• CAS No.: 133933-25-2
• Molecular Formula: C₃₂H₃₇N₃O₇
• Molecular Weight: 575.662

Synonyms:diethyl 1-acetyl-2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolate

Chemical Property of diethyl 1-acetyl-2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolate

Chemical Property:

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Technology Process of diethyl 1-acetyl-2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolate

There total 4 articles about diethyl 1-acetyl-2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolate 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: 78.0%

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate (76858-72-5) + 1-acetyl-6-(bromomethyl)-2-methyl-2,3-dihydroquinolin-4(1H)-one (133933-24-1) → diethyl 1-acetyl-2-desamino-2-methyl-N10-propargyl-3,5,8-trideaza-1,2-dihydrofolate (133933-25-2)

Guidance literature:

With magnesium oxide; In N,N-dimethyl acetamide; at 86 - 95 ℃; for 18h;

DOI:10.1021/jm00113a011

Reference yield:

4-hydroxy-2,6-dimethyl-1,2,3,4-tetrahydroquinoline (42473-28-9) → diethyl 1-acetyl-2-desamino-2-methyl-N10-propargyl-3,5,8-trideaza-1,2-dihydrofolate (133933-25-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / benzene / 4.5 h / Heating

2: 68 percent / CrO₃*pyridine / CH₂Cl₂ / 6 h / Ambient temperature

3: 78 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 4 h / Heating; Irradiation

4: 78 percent / MgO / N,N-dimethyl-acetamide / 18 h / 86 - 95 °C

With N-Bromosuccinimide; Perbenzoic acid; chromium trioxide-pyridine complex; magnesium oxide; In tetrachloromethane; dichloromethane; N,N-dimethyl acetamide; benzene;

DOI:10.1021/jm00113a011

Reference yield:

1-acetyl-4-hydroxy-2,6-dimethyl-1,2,3,4-tetrahydroquinoline (133933-22-9) → diethyl 1-acetyl-2-desamino-2-methyl-N10-propargyl-3,5,8-trideaza-1,2-dihydrofolate (133933-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / CrO₃*pyridine / CH₂Cl₂ / 6 h / Ambient temperature

2: 78 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 4 h / Heating; Irradiation

3: 78 percent / MgO / N,N-dimethyl-acetamide / 18 h / 86 - 95 °C

With N-Bromosuccinimide; Perbenzoic acid; chromium trioxide-pyridine complex; magnesium oxide; In tetrachloromethane; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/jm00113a011

upstream raw materials:

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

1-acetyl-6-(bromomethyl)-2-methyl-2,3-dihydroquinolin-4(1H)-one

4-hydroxy-2,6-dimethyl-1,2,3,4-tetrahydroquinoline

1-acetyl-4-oxo-2,6-dimethyl-1,2,3,4-tetrahydroquinoline

Downstream raw materials:

2-desamino-2-methyl-N¹⁰-propargyl-3,5,8-trideaza-1,2-dihydrofolic acid

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