N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine

Base Information

• Chemical Name: N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine
• CAS No.: 258337-52-9
• Molecular Formula: C₃₈H₄₄N₆O₅P₂
• Molecular Weight: 726.752

Synonyms:N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine

Chemical Property of N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine

Chemical Property:

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Technology Process of N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine

There total 4 articles about N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine 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: 71.0%

2-nitro-1H-imidazole (527-73-1) + N1,N8-Bis(diphenylphosphinoyl)-N1,N4-methylene-N8-(2',3'-epoxypropyl)spermidine (258337-51-8) → N1,N8-Bis(diphenylphosphinoyl)-N1,N4-methylene-N8-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine (258337-52-9)

Guidance literature:

With triethylamine; In methanol; at 120 ℃; for 5h;

DOI:10.1039/a903293b

Reference yield:

N-(3-aminopropyl)-1,4-diaminobutane (124-20-9) → N1,N8-Bis(diphenylphosphinoyl)-N1,N4-methylene-N8-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine (258337-52-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 60 percent / H₂O / 0.33 h

2.1: 76 percent / NEt₃ / CH₂Cl₂ / 0.25 h / 0 - 20 °C

3.1: NaH / tetrahydrofuran / 0.17 h

3.2: 73 percent / tetrahydrofuran / 6 h / 90 °C

4.1: 71 percent / NEt₃ / methanol / 5 h / 120 °C

With sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Cyclization / 2.1: Phosphinylation / 3.1: Metallation / 3.2: Ring cleavage / 4.1: Ring cleavage;

DOI:10.1039/a903293b

Reference yield:

1-(4-aminobutyl)-1,2,3,4,5,6-hexahydropyrimidine (73453-98-2) → N1,N8-Bis(diphenylphosphinoyl)-N1,N4-methylene-N8-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine (258337-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 76 percent / NEt₃ / CH₂Cl₂ / 0.25 h / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h

2.2: 73 percent / tetrahydrofuran / 6 h / 90 °C

3.1: 71 percent / NEt₃ / methanol / 5 h / 120 °C

With sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Phosphinylation / 2.1: Metallation / 2.2: Ring cleavage / 3.1: Ring cleavage;

DOI:10.1039/a903293b

upstream raw materials:

2-nitro-1H-imidazole

N¹,N⁸-Bis(diphenylphosphinoyl)-N¹,N⁴-methylene-N⁸-(2',3'-epoxypropyl)spermidine

N-(3-aminopropyl)-1,4-diaminobutane

1-(4-aminobutyl)-1,2,3,4,5,6-hexahydropyrimidine

Downstream raw materials:

N¹,N⁸-Bis(diphenylphosphinoyl)-N⁸-[2'-hydroxy-3'-(2''-nitroimidazol-1''-yl)propyl]spermidine

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