N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid

Base Information

• Chemical Name: N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid
• CAS No.: 96845-95-3
• Molecular Formula: C₂₅H₃₁N₃O₇
• Molecular Weight: 485.537

Synonyms:N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid

Chemical Property of N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid

There total 2 articles about N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic 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) → N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N4-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid (96845-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / NaOH / dioxane / 1 h / 50 - 55 °C

2: 1.) NH₃ (liq.), Na, 2.) (i-Pr)2NEt / 1.) -60 deg C, 10 min, 2.) H₂O, dioxane, RT, overnight

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

DOI:10.1021/jm00146a008

Reference yield:

N2-<(1,1-dimethylethoxy)carbonyl>-N4-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid (13558-07-1) + benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9) → N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N4-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid (96845-95-3)

Guidance literature:

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

DOI:10.1021/jm00146a008

Reference yield: 83.0%

ethyl iodide (75-03-6) + N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N4-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid (96845-95-3) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N4-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoate (96845-91-9)

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:

N²-<(1,1-dimethylethoxy)carbonyl>-N⁴-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid

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

di-tert-butyl dicarbonate

Downstream raw materials:

ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoate

N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^γ-(tert-butyloxycarbonyl)-L-2,4-diaminobutyric acid

(S)-4-tert-Butoxycarbonylamino-2-(4-methylamino-benzoylamino)-butyric acid ethyl ester

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

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