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

Base Information

• Chemical Name: N²-<(1,1-dimethylethoxy)carbonyl>-N⁴-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid
• CAS No.: 13558-07-1
• Molecular Formula: C₁₆H₂₄N₂O₆S
• Molecular Weight: 372.442

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

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

Chemical Property:

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MSDS Files:

SDS file from LookChem

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

There total 2 articles about N²-<(1,1-dimethylethoxy)carbonyl>-N⁴-<(4-methylphenyl)sulfonyl>-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: 73.0%

di-tert-butyl dicarbonate (24424-99-5) + N2-p-toluenesulfonyl-L-2,4-diaminobutyric acid (62234-29-1) → N2-<(1,1-dimethylethoxy)carbonyl>-N4-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid (13558-07-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 50 - 55 ℃; for 1h;

DOI:10.1021/jm00146a008

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) + N2-p-toluenesulfonyl-L-2,4-diaminobutyric acid (62234-29-1) → N2-<(1,1-dimethylethoxy)carbonyl>-N4-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid (13558-07-1)

Guidance literature:

With sodium hydroxide;

Reference yield:

N2-<(1,1-dimethylethoxy)carbonyl>-N4-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid (13558-07-1) → (S)-4-tert-Butoxycarbonylamino-2-(4-methylamino-benzoylamino)-butyric acid ethyl ester (96845-98-6)

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, RT, overnight

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

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

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

DOI:10.1021/jm00146a008

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N2-p-toluenesulfonyl-L-2,4-diaminobutyric acid

di-tert-butyl dicarbonate

Downstream raw materials:

4--L-2,4-diaminobutyric acid

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

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

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