N₁-[3,4-bis(benzyloxy)-benzoyl]-N₄-benzyloxycarbonyl-N₈-tert-butyloxycarbonyl-spermidine

Base Information

• Chemical Name: N₁-[3,4-bis(benzyloxy)-benzoyl]-N₄-benzyloxycarbonyl-N₈-tert-butyloxycarbonyl-spermidine
• CAS No.: 1264499-34-4
• Molecular Formula: C₄₁H₄₉N₃O₇
• Molecular Weight: 695.856

Synonyms:N₁-[3,4-bis(benzyloxy)-benzoyl]-N₄-benzyloxycarbonyl-N₈-tert-butyloxycarbonyl-spermidine

Chemical Property of N₁-[3,4-bis(benzyloxy)-benzoyl]-N₄-benzyloxycarbonyl-N₈-tert-butyloxycarbonyl-spermidine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N₁-[3,4-bis(benzyloxy)-benzoyl]-N₄-benzyloxycarbonyl-N₈-tert-butyloxycarbonyl-spermidine

There total 7 articles about N₁-[3,4-bis(benzyloxy)-benzoyl]-N₄-benzyloxycarbonyl-N₈-tert-butyloxycarbonyl-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: 94.0%

N1-[3,4-bis(benzyloxy)-benzoyl]-N8-tert-butyloxycarbonyl-spermidine (1264499-14-0) + benzyl chloroformate (501-53-1,94274-21-2) → N1-[3,4-bis(benzyloxy)-benzoyl]-N4-benzyloxycarbonyl-N8-tert-butyloxycarbonyl-spermidine (1264499-34-4)

Guidance literature:

With triethylamine; In methanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201005527

Reference yield:

3,4-bis(benzyloxy)-N-(3,3-diethoxypropyl)-benzamide (1264499-32-2) → N1-[3,4-bis(benzyloxy)-benzoyl]-N4-benzyloxycarbonyl-N8-tert-butyloxycarbonyl-spermidine (1264499-34-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / water; acetone / 4 h / 50 °C / Inert atmosphere

2: triethylamine / methanol / 1 h / 20 °C / pH 8 / Molecular sieve; Inert atmosphere

3: sodium tris(acetoxy)borohydride / methanol / 48 h / Inert atmosphere

4: triethylamine / methanol / 0 - 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; triethylamine; In methanol; water; acetone;

DOI:10.1002/anie.201005527

Reference yield:

3,4-(bisbenzyloxy)benzoic acid benzyl ester (882427-72-7) → N1-[3,4-bis(benzyloxy)-benzoyl]-N4-benzyloxycarbonyl-N8-tert-butyloxycarbonyl-spermidine (1264499-34-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: water; sodium hydroxide / methanol / 3 h / Reflux; Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: pyridinium p-toluenesulfonate / water; acetone / 4 h / 50 °C / Inert atmosphere

4.1: triethylamine / methanol / 1 h / 20 °C / pH 8 / Molecular sieve; Inert atmosphere

5.1: sodium tris(acetoxy)borohydride / methanol / 48 h / Inert atmosphere

6.1: triethylamine / methanol / 0 - 20 °C / Inert atmosphere

With water; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/anie.201005527

upstream raw materials:

3,4-(bisbenzyloxy)benzoic acid benzyl ester

3,4-bis(benzyloxy)-N-(3,3-diethoxypropyl)-benzamide

3,4-bis(benzyloxy)-N-(3-oxopropyl)-benzamide

N₁-[3,4-bis(benzyloxy)-benzoyl]-N₈-tert-butyloxycarbonyl-spermidine

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