N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine

Base Information

• Chemical Name: N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine
• CAS No.: 117680-11-2
• Molecular Formula: C₆₁H₆₄N₄O₉
• Molecular Weight: 997.201

Synonyms:N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine

Chemical Property of N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine

There total 13 articles about N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)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: 82.0%

2,3-bis(benzyloxy)-N-(3-(4-(2,3-bis(benzyloxy)benzamido)butylamino)propyl)benzamide (74272-81-4) + Succinimido ester of N-methyl-N-(benzyloxy)succinamic acid (117679-93-3) → N4-(N-Methyl-N-(benzyloxy)succinamoyl)-N1,N8-bis(2,3-bis(benzyloxy)benzoyl)spermidine (117680-11-2)

Guidance literature:

With dmap; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00122a013

Reference yield:

methyl-2,3-dihydroxybenzoate (2411-83-8) → N4-(N-Methyl-N-(benzyloxy)succinamoyl)-N1,N8-bis(2,3-bis(benzyloxy)benzoyl)spermidine (117680-11-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / K₂CO₃, NaI / dimethylformamide / 16 h / Ambient temperature

2: 3.05 g / aq. KOH / tetrahydrofuran / 2 h / Ambient temperature

3: 1.) N,N'-carbonyldiimidazole / 1.) CH₂Cl₂, 1 h, room temperature, 2.) CH₂Cl₂, overnight, room temperature

4: 82 percent / DMAP / tetrahydrofuran / Ambient temperature

With dmap; potassium hydroxide; potassium carbonate; 1,1'-carbonyldiimidazole; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00122a013

Reference yield:

N-benzyloxyamine (622-33-3) → N4-(N-Methyl-N-(benzyloxy)succinamoyl)-N1,N8-bis(2,3-bis(benzyloxy)benzoyl)spermidine (117680-11-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / K₂CO₃ / H₂O; ethyl acetate / Heating

2: 10.5 g / K₂CO₃ / acetone / 12 h / Heating

3: 93 percent / 33percent HBr/HOAc / 4 h / Ambient temperature

4: 87 percent / tetrahydrofuran / 8 h / Heating

5: 97 percent / 1,3-dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 3 h, 2.) room temperature, 15 h

6: 82 percent / DMAP / tetrahydrofuran / Ambient temperature

With dmap; hydrogen bromide; potassium carbonate; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; ethyl acetate; acetone;

DOI:10.1021/jm00122a013

upstream raw materials:

N-methyl-O-benzylhydroxylamine

N⁴-Succinoyl-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine

2,3-bis(benzyloxy)-N-(3-(4-(2,3-bis(benzyloxy)benzamido)butylamino)propyl)benzamide

Succinimido ester of N-methyl-N-(benzyloxy)succinamic acid

Downstream raw materials:

Spermexatol <2>

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