N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-⁽¹⁷⁾-en-19-methyl ester

Base Information

• Chemical Name: N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-⁽¹⁷⁾-en-19-methyl ester
• CAS No.: 1388727-71-6
• Molecular Formula: C₃₆H₅₄N₂O₄
• Molecular Weight: 578.836

Synonyms:N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-⁽¹⁷⁾-en-19-methyl ester

Chemical Property of N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-⁽¹⁷⁾-en-19-methyl ester

Chemical Property:

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Technology Process of N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-⁽¹⁷⁾-en-19-methyl ester

There total 4 articles about N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-⁽¹⁷⁾-en-19-methyl ester 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: 74.0%

trans-1-cinnamylpiperazine (18903-01-0,114312-65-1,87179-40-6) + (13S)-15-(α-bromo)-acetoxylabd-8(17)-en-19-methyl ester (1388727-52-3) → N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-(17)-en-19-methyl ester (1388727-71-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2012.05.097

Reference yield:

(13S)-15-hydroxylabd-8(17)-en-19-methyl ester (5572-85-0,64314-58-5,90411-16-8,138125-25-4,35482-07-6) → N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-(17)-en-19-methyl ester (1388727-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dichloromethane / 1.5 h / 0 - 20 °C

2: triethylamine / dichloromethane / 2 h / 20 °C

With potassium carbonate; triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2012.05.097

Reference yield:

(13S)-15-acetoxylabd-8-(17)-en-19-oic acid → N-(trans-1-cinnamylpiperazin-1-yl)-(13S)-15-acetoxylabd-8-(17)-en-19-methyl ester (1388727-71-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / dichloromethane / 1 h / 0 - 20 °C

2: potassium hydroxide / methanol / 24 h / 50 °C

3: potassium carbonate / dichloromethane / 1.5 h / 0 - 20 °C

4: triethylamine / dichloromethane / 2 h / 20 °C

With potassium carbonate; triethylamine; potassium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2012.05.097

upstream raw materials:

trans-1-cinnamylpiperazine

(13S)-15-(α-bromo)-acetoxylabd-8(17)-en-19-methyl ester

(13S)-15-hydroxylabd-8⁽¹⁷⁾-en-19-methyl ester

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