ethyl N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N³-(methylnitrosocarbamoyl)-2,3-diaminopropanoate

Base Information

• Chemical Name: ethyl N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N³-(methylnitrosocarbamoyl)-2,3-diaminopropanoate
• CAS No.: 96846-28-5
• Molecular Formula: C₂₂H₂₇N₁₁O₅
• Molecular Weight: 525.527

Synonyms:ethyl N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N³-(methylnitrosocarbamoyl)-2,3-diaminopropanoate

Chemical Property of ethyl N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N³-(methylnitrosocarbamoyl)-2,3-diaminopropanoate

Chemical Property:

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Technology Process of ethyl N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N³-(methylnitrosocarbamoyl)-2,3-diaminopropanoate

There total 6 articles about ethyl N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N³-(methylnitrosocarbamoyl)-2,3-diaminopropanoate 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: 84.0%

N-methyl N-nitrosocarbamate de trichloro-2,4,5 phenyle (80354-50-3) + (S)-3-Amino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-propionic acid ethyl ester; compound with trifluoro-acetic acid (96846-26-3) → ethyl N2-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N3-(methylnitrosocarbamoyl)-2,3-diaminopropanoate (96846-28-5)

Guidance literature:

With N,N-diethyl-N-isopropylamine; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 1.5h;

DOI:10.1021/jm00146a008

Reference yield:

ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoic acid (96845-94-2) → ethyl N2-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N3-(methylnitrosocarbamoyl)-2,3-diaminopropanoate (96846-28-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / (i-Pr)2NEt / dimethylformamide / 120 h / 20 - 25 °C

2: 97 percent / H₂ / 5percent Pd/C / dioxane / 760 Torr / Ambient temperature

3: 79 percent / N,N-dimethyl-acetamide / 144 h

4: 95 percent / 1.5 h / 0 - 25 °C

5: 84 percent / (i-Pr)NEt₂ / dimethylformamide / 1.5 h / 0 - 5 °C

With N,N-diethyl-N-isopropylamine; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a008

Reference yield:

ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoate (96845-90-8) → ethyl N2-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N3-(methylnitrosocarbamoyl)-2,3-diaminopropanoate (96846-28-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / H₂ / 5percent Pd/C / dioxane / 760 Torr / Ambient temperature

2: 79 percent / N,N-dimethyl-acetamide / 144 h

3: 95 percent / 1.5 h / 0 - 25 °C

4: 84 percent / (i-Pr)NEt₂ / dimethylformamide / 1.5 h / 0 - 5 °C

With N,N-diethyl-N-isopropylamine; hydrogen; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a008

upstream raw materials:

N-methyl N-nitrosocarbamate de trichloro-2,4,5 phenyle

(S)-3-Amino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-propionic acid ethyl ester; compound with trifluoro-acetic acid

N²-<4-(methylamino)benzoyl>-N^ω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopropanoic acid ethyl ester

ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N³-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoic acid

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