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

Base Information

• Chemical Name: ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoate
• CAS No.: 96845-91-9
• Molecular Formula: C₂₇H₃₅N₃O₇
• Molecular Weight: 513.591

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about ethyl N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoate 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: 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

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N4-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoate (96845-91-9)

Guidance literature:

Multi-step reaction with 3 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

3: 83 percent / (i-Pr)2NEt / dimethylformamide / 120 h / 20 - 25 °C

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

DOI:10.1021/jm00146a008

Reference yield:

N2-<(1,1-dimethylethoxy)carbonyl>-N4-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid (13558-07-1) → ethyl N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N4-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoate (96845-91-9)

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, RT, overnight

2: 83 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

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

di-tert-butyl dicarbonate

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

Downstream raw materials:

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

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

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

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

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