N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine

Base Information

• Chemical Name: N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine
• CAS No.: 862124-47-8
• Molecular Formula: C₃₆H₄₉N₃O₉
• Molecular Weight: 667.8

Synonyms:N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine

Chemical Property of N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine

Chemical Property:

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Technology Process of N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine

There total 4 articles about N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine 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: 94.0%

N1,N9-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N5-[4-(allyloxycarbonylmethoxy)benzyloxycarbonyl]norspermidine (862124-46-7) → N1,N9-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N5-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine (862124-47-8)

Guidance literature:

With pyrrolidine; In tetrahydrofuran; Reflux;

DOI:10.1039/b804771e

Reference yield:

bis(3-aminopropyl)amine (56-18-8) → N1,N9-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N5-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine (862124-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / ethanol / 2 h / Heating

2: 74 percent / dimethylformamide / 16 h

3: 70 percent / thiosalicylic acid / Pd(PPh₃)4 / CH₂Cl₂; tetrahydrofuran / 2 h

With thiosalicilyc acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.04.039

Reference yield:

2-acetyldimedone (1755-15-3) → N1,N9-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N5-[4-(hydroxycarbonylmethoxy)benzyloxycarbonyl]norspermidine (862124-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / ethanol / 2 h / Heating

2: 74 percent / dimethylformamide / 16 h

3: 70 percent / thiosalicylic acid / Pd(PPh₃)4 / CH₂Cl₂; tetrahydrofuran / 2 h

With thiosalicilyc acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.04.039

upstream raw materials:

N¹,N⁹-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N⁵-[4-(allyloxycarbonylmethoxy)benzyloxycarbonyl]norspermidine

bis(3-aminopropyl)amine

2-acetyldimedone

N¹,N⁹-bis-1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl-norspermidine

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