N¹,N⁵-(N⁴-hydroxy,N⁴-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide

Base Information

• Chemical Name: N¹,N⁵-(N⁴-hydroxy,N⁴-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide
• CAS No.: 434343-22-3
• Molecular Formula: C₃₆H₄₈N₄O₉
• Molecular Weight: 680.799

Synonyms:N¹,N⁵-(N⁴-hydroxy,N⁴-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide

Chemical Property of N¹,N⁵-(N⁴-hydroxy,N⁴-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide

Chemical Property:

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Technology Process of N¹,N⁵-(N⁴-hydroxy,N⁴-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide

There total 3 articles about N¹,N⁵-(N⁴-hydroxy,N⁴-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide 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: 85.0%

2-tert-butyl-1,3-di-N-(hydroxyl) succinimidyl citrate (114340-53-3) + N4-hydroxyl-N4-cinnamoyl-butane diamine trifluoroacetic acid salt → N1,N5-(N4-hydroxy,N4-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide (434343-22-3)

Guidance literature:

With TEA; In 1,4-dioxane; at 0 - 20 ℃;

DOI:10.1021/jm0104522

Reference yield:

1,5-dimethyl citrate (53798-96-2) → N1,N5-(N4-hydroxy,N4-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide (434343-22-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / perchloric acid / 72 h / 20 °C

2: 55 percent / 2M aq. NaOH / methanol / 3 h / 20 °C

3: 20 percent / DIC / tetrahydrofuran / 48 h / 20 °C

4: 85 percent / TEA / dioxane / 0 - 20 °C

With sodium hydroxide; perchloric acid; TEA; dacarbazine; In tetrahydrofuran; 1,4-dioxane; methanol;

DOI:10.1021/jm0104522

Reference yield:

N4-cinnamoyl-N4-benzoyloxy-N1-(tert-butoxycarbonyl)butane diamine (434343-13-2) → N1,N5-(N4-hydroxy,N4-cinnamoyl-4'-aminobutyl)-3-tert-butoxycarbonyl-1,5-citric diamide (434343-22-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / NH₄OH / methanol / 0 °C

2: 2 h / 0 °C

3: 85 percent / TEA / dioxane / 0 - 20 °C

With ammonium hydroxide; TEA; In 1,4-dioxane; methanol;

DOI:10.1021/jm0104522

upstream raw materials:

2-tert-butyl-1,3-di-N-(hydroxyl) succinimidyl citrate

1,5-dimethyl citrate

N⁴-cinnamoyl-N⁴-benzoyloxy-N¹-(tert-butoxycarbonyl)butane diamine

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