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

Base Information

• Chemical Name: N²-<4-(methylamino)benzoyl>-N^ω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopropanoic acid ethyl ester
• CAS No.: 96845-97-5
• Molecular Formula: C₁₈H₂₇N₃O₅
• Molecular Weight: 365.429

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

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

Chemical Property:

Purity/Quality:

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

There total 5 articles about N²-<4-(methylamino)benzoyl>-N^ω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopropanoic acid ethyl ester 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: 97.0%

ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoate (96845-90-8) → N2-<4-(methylamino)benzoyl>-Nω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopropanoic acid ethyl ester (96845-97-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00146a008

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N2-<4-(methylamino)benzoyl>-Nω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopropanoic acid ethyl ester (96845-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / NaOH / H₂O; dioxane / 4.5 h

2: 1.) NH₃ (liq.), Na, 2.) (i-Pr)2NEt / 1.) -60 deg C, 10 min, 2.) H₂O, dioxane, 20-25 deg C, 17 h

3: 91 percent / (i-Pr)2NEt / dimethylformamide / 120 h / 20 - 25 °C

4: 97 percent / H₂ / 5percent Pd/C / dioxane / 760 Torr / Ambient temperature

With sodium hydroxide; ammonia; hydrogen; sodium; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a008

Reference yield:

Nα-Tosyl-Nβ-(tert-butpxycarbonyl)-L-α,β-diamonopropionic acid (16947-86-7) → N2-<4-(methylamino)benzoyl>-Nω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopropanoic acid ethyl ester (96845-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NH₃ (liq.), Na, 2.) (i-Pr)2NEt / 1.) -60 deg C, 10 min, 2.) H₂O, dioxane, 20-25 deg C, 17 h

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

3: 97 percent / H₂ / 5percent Pd/C / dioxane / 760 Torr / Ambient temperature

With ammonia; hydrogen; sodium; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a008

upstream raw materials:

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

di-tert-butyl dicarbonate

N^α-Tosyl-N^β-(tert-butpxycarbonyl)-L-α,β-diamonopropionic acid

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

Downstream raw materials:

(S)-3-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-propionic acid ethyl ester

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

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

2-[3-((S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-2-ethoxycarbonyl-ethyl)-ureido]-pentanedioic acid diethyl ester

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