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

Base Information

• Chemical Name: ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N³-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoic acid
• CAS No.: 96845-94-2
• Molecular Formula: C₂₄H₂₉N₃O₇
• Molecular Weight: 471.51

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

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

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-diaminopropanoic acid

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

di-tert-butyl dicarbonate (24424-99-5) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoic acid (96845-94-2)

Guidance literature:

Multi-step reaction with 2 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

With sodium hydroxide; ammonia; sodium; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water;

DOI:10.1021/jm00146a008

Reference yield:

Nα-Tosyl-Nβ-(tert-butpxycarbonyl)-L-α,β-diamonopropionic acid (16947-86-7) + benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N3-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopropanoic acid (96845-94-2)

Guidance literature:

With ammonia; sodium; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) -60 deg C, 10 min, 2.) H₂O, dioxane, 20-25 deg C, 17 h;

DOI:10.1021/jm00146a008

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

upstream raw materials:

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

benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate

di-tert-butyl dicarbonate

Downstream raw materials:

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

N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^β-(tert-butyloxycarbonyl)-L-2,3-diaminopropionic acid

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

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

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