diethyl 2-desamino-2-methyl-N¹-<(pivaloyloxy)methyl>-N¹⁰-propargyl-3,5,8-trideazafolate

Base Information

• Chemical Name: diethyl 2-desamino-2-methyl-N¹-<(pivaloyloxy)methyl>-N¹⁰-propargyl-3,5,8-trideazafolate
• CAS No.: 133933-28-5
• Molecular Formula: C₃₆H₄₃N₃O₈
• Molecular Weight: 645.753

Synonyms:diethyl 2-desamino-2-methyl-N¹-<(pivaloyloxy)methyl>-N¹⁰-propargyl-3,5,8-trideazafolate

Chemical Property of diethyl 2-desamino-2-methyl-N¹-<(pivaloyloxy)methyl>-N¹⁰-propargyl-3,5,8-trideazafolate

Chemical Property:

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Technology Process of diethyl 2-desamino-2-methyl-N¹-<(pivaloyloxy)methyl>-N¹⁰-propargyl-3,5,8-trideazafolate

There total 4 articles about diethyl 2-desamino-2-methyl-N¹-<(pivaloyloxy)methyl>-N¹⁰-propargyl-3,5,8-trideazafolate 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: 52.0%

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate (76858-72-5) + 6-(bromomethyl)-2-methyl-1-<(pivaloyloxy)methyl>quinolin-4(1H)-one (133933-27-4) → diethyl 2-desamino-2-methyl-N1-<(pivaloyloxy)methyl>-N10-propargyl-3,5,8-trideazafolate (133933-28-5)

Guidance literature:

With magnesium oxide; In N,N-dimethyl acetamide; at 90 ℃; for 19h;

DOI:10.1021/jm00113a011

Reference yield:

2,6-dimethyl-quinolin-4-ol (15644-82-3) → diethyl 2-desamino-2-methyl-N1-<(pivaloyloxy)methyl>-N10-propargyl-3,5,8-trideazafolate (133933-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / K₂CO₃ / dimethylformamide / 48 h / 90 °C

2: 60 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 5 h / Heating; Irradiation

3: 52 percent / MgO / N,N-dimethyl-acetamide / 19 h / 90 °C

With N-Bromosuccinimide; Perbenzoic acid; magnesium oxide; potassium carbonate; In tetrachloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00113a011

Reference yield:

Chloromethyl pivalate (18997-19-8) → diethyl 2-desamino-2-methyl-N1-<(pivaloyloxy)methyl>-N10-propargyl-3,5,8-trideazafolate (133933-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / K₂CO₃ / dimethylformamide / 48 h / 90 °C

2: 60 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 5 h / Heating; Irradiation

3: 52 percent / MgO / N,N-dimethyl-acetamide / 19 h / 90 °C

With N-Bromosuccinimide; Perbenzoic acid; magnesium oxide; potassium carbonate; In tetrachloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00113a011

upstream raw materials:

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

6-(bromomethyl)-2-methyl-1-<(pivaloyloxy)methyl>quinolin-4(1H)-one

2,6-dimethyl-quinolin-4-ol

Chloromethyl pivalate

Downstream raw materials:

2-desamino-2-methyl-N⁽¹⁰⁾-propargyl-3,5,8-tr ideazafolic acid

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