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

Base Information

• Chemical Name: ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N³-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoate
• CAS No.: 96845-90-8
• Molecular Formula: C₂₆H₃₃N₃O₇
• Molecular Weight: 499.564

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 3 articles about ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N³-<(1,1-dimethylethoxy)carbonyl>-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: 91.0%

ethyl iodide (75-03-6) + ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoic acid (96845-94-2) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoate (96845-90-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 120h;

DOI:10.1021/jm00146a008

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoate (96845-90-8)

Guidance literature:

Multi-step reaction with 3 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

With sodium hydroxide; ammonia; sodium; N-ethyl-N,N-diisopropylamine; 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) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoate (96845-90-8)

Guidance literature:

Multi-step reaction with 2 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

With ammonia; sodium; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00146a008

upstream raw materials:

ethyl iodide

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

di-tert-butyl dicarbonate

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

Downstream raw materials:

(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

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

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