N¹¹-benzyl-1,21-diphthalimido-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaazaheneicosane

Base Information

• Chemical Name: N¹¹-benzyl-1,21-diphthalimido-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaazaheneicosane
• CAS No.: 164913-04-6
• Molecular Formula: C₆₇H₇₅N₇O₁₂S₄
• Molecular Weight: 1298.64

Synonyms:N¹¹-benzyl-1,21-diphthalimido-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaazaheneicosane

Chemical Property of N¹¹-benzyl-1,21-diphthalimido-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaazaheneicosane

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Technology Process of N¹¹-benzyl-1,21-diphthalimido-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaazaheneicosane

There total 5 articles about N¹¹-benzyl-1,21-diphthalimido-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaazaheneicosane 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: 91.0%

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) + N7-benzyl-N1,N4,N10,N13-tetratosyl-4,7,10-triaza-1,13-tridecanediamine (164913-02-4) → N11-benzyl-1,21-diphthalimido-N4,N8,N14,N18-tetratosyl-4,8,11,14,18-pentaazaheneicosane (164913-04-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 96h;

DOI:10.1246/bcsj.73.693

Reference yield:

N3-benzyl-N1,N5-ditosyl-3-aza-1,5-pentanediamine (112193-79-0) → N11-benzyl-1,21-diphthalimido-N4,N8,N14,N18-tetratosyl-4,8,11,14,18-pentaazaheneicosane (164913-04-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / potassium carbonate / dimethylformamide / 96 h / 20 °C

2: 95 percent / hydrazine hydrate / 48 h / 75 °C

3: aq. HCl / CHCl₃ / 5 h / 65 °C

4: triethylamine / pyridine / 20 °C

5: 91 percent / potassium carbonate / dimethylformamide / 96 h / 20 °C

With hydrogenchloride; potassium carbonate; hydrazine hydrate; triethylamine; In pyridine; chloroform; N,N-dimethyl-formamide; 1: Alkylation / 2: Formylation / 3: Hydrolysis / 4: Tosylation / 5: Alkylation;

DOI:10.1246/bcsj.73.693

Reference yield:

N7-benzyl-N1,N13-diformyl-N4,N10-ditosyl-4,7,10-triaza-1,13-tridecanediamine (164912-99-6) → N11-benzyl-1,21-diphthalimido-N4,N8,N14,N18-tetratosyl-4,8,11,14,18-pentaazaheneicosane (164913-04-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. HCl / CHCl₃ / 5 h / 65 °C

2: triethylamine / pyridine / 20 °C

3: 91 percent / potassium carbonate / dimethylformamide / 96 h / 20 °C

With hydrogenchloride; potassium carbonate; triethylamine; In pyridine; chloroform; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Tosylation / 3: Alkylation;

DOI:10.1246/bcsj.73.693

upstream raw materials:

2-(3-bromopropyl)isoindole-1,3-dione

N⁷-benzyl-N¹,N⁴,N¹⁰,N¹³-tetratosyl-4,7,10-triaza-1,13-tridecanediamine

N³-benzyl-N¹,N⁵-ditosyl-3-aza-1,5-pentanediamine

N⁷-benzyl-N¹,N¹³-diformyl-N⁴,N¹⁰-ditosyl-4,7,10-triaza-1,13-tridecanediamine

Downstream raw materials:

N¹¹-benzyl-N¹,N²¹-diformyl-N⁴,N⁸,N¹⁴,N¹⁸-tetratosyl-4,8,11,14,18-pentaaza-1,21-heneicosanediamine

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