2-[N¹-phenethylamidohydrazido] 2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone

Base Information

• Chemical Name: 2-[N¹-phenethylamidohydrazido] 2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone
• CAS No.: 255873-72-4
• Molecular Formula: C₁₈H₂₉N₅O₆S
• Molecular Weight: 443.524

Synonyms:2-[N¹-phenethylamidohydrazido] 2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone

Chemical Property of 2-[N¹-phenethylamidohydrazido] 2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone

Chemical Property:

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Technology Process of 2-[N¹-phenethylamidohydrazido] 2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone

There total 4 articles about 2-[N¹-phenethylamidohydrazido] 2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone 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: 47.0%

phenethyl isocyanate (1943-82-4) + 2-[N1-(pentafluorophenoxycarbonyl)-N2-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone (255873-71-3) → 2-[N1-phenethylamidohydrazido] 2-[N2-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone (255873-72-4)

Guidance literature:

2-[N¹-(pentafluorophenoxycarbonyl)-N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone; With hydrazine hydrate; triethylamine; In tetrahydrofuran; for 2.5h;

phenethyl isocyanate; With triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo9915123

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-[N1-phenethylamidohydrazido] 2-[N2-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone (255873-72-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1.75 g / 4-(dimethylamino)pyridine / acetonitrile

2.1: 97 percent / hydrogen / Pd/C / methanol / 1.33 h

3.1: 86 percent / pyridine / tetrahydrofuran

4.1: hydrazine monohydrate; triethylamine / tetrahydrofuran / 2.5 h

4.2: 47 percent / triethylamine / tetrahydrofuran / 20 °C

With pyridine; dmap; hydrogen; hydrazine hydrate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile; 1.1: Acylation / 2.1: Catalytic hydrogenation / 3.1: Acylation / 4.1: Substitution / 4.2: Addition;

DOI:10.1021/jo9915123

Reference yield:

2-[N1-(carbobenzyloxy)-N2-(carbobenzyloxy)-N2-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone (255873-68-8) → 2-[N1-phenethylamidohydrazido] 2-[N2-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone (255873-72-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 97 percent / hydrogen / Pd/C / methanol / 1.33 h

2.1: 86 percent / pyridine / tetrahydrofuran

3.1: hydrazine monohydrate; triethylamine / tetrahydrofuran / 2.5 h

3.2: 47 percent / triethylamine / tetrahydrofuran / 20 °C

With pyridine; hydrogen; hydrazine hydrate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; 1.1: Catalytic hydrogenation / 2.1: Acylation / 3.1: Substitution / 3.2: Addition;

DOI:10.1021/jo9915123

upstream raw materials:

phenethyl isocyanate

2-[N¹-(pentafluorophenoxycarbonyl)-N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone

di-tert-butyl dicarbonate

2-[N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone

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