7β-acetoxy-ent-kaur-16-en-19-al

Base Information

• Chemical Name: 7β-acetoxy-ent-kaur-16-en-19-al
• CAS No.: 1393489-87-6
• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.494
• Mol file: 1393489-87-6.mol

Synonyms:

Chemical Property of 7β-acetoxy-ent-kaur-16-en-19-al

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7β-acetoxy-ent-kaur-16-en-19-al

There total 3 articles about 7β-acetoxy-ent-kaur-16-en-19-al 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:

7β-acetoxy-ent-kaur-16-ene (43161-40-6) → 7β-acetoxy-ent-kaur-16-en-19-al (1393489-87-6) + 7β-acetoxy-19-hydroxy-ent-kaur-16-ene (1393489-86-5) + 7β-acetoxy-3β-hydroxy-ent-kaur-16-en-19-oic acid (1393489-88-7) + 7β-acetoxy-2β,3β-dihydroxy-ent-kaur-16-en-19-oic acid (1393489-89-8) + 7β-acetoxy-3β,18-dihydroxy-ent-kaur-16-en-19-oic acid (1393489-90-1) + 7β-acetoxy (-)-kaur-16-en-19-oic acid (51847-59-7,126737-42-6)

Guidance literature:

With AMO 1618; In Tween 80; ethanol; at 25 ℃; for 144h; aq. buffer;

DOI:10.1016/j.phytochem.2012.05.024

Reference yield:

7β-acetoxy-18-hydroxy-ent-kaur-16-ene (43161-43-9) → 7β-acetoxy-ent-kaur-16-en-19-al (1393489-87-6) + 7β-acetoxy-19-hydroxy-ent-kaur-16-ene (1393489-86-5) + 7β-acetoxy-3β-hydroxy-ent-kaur-16-en-19-oic acid (1393489-88-7) + 7β-acetoxy-2β,3β-dihydroxy-ent-kaur-16-en-19-oic acid (1393489-89-8) + 7β-acetoxy-3β,18-dihydroxy-ent-kaur-16-en-19-oic acid (1393489-90-1) + 7β-acetoxy (-)-kaur-16-en-19-oic acid (51847-59-7,126737-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrachloromethane; triphenylphosphine / 9 h / Inert atmosphere; Reflux

2: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 15 h / Reflux; Inert atmosphere

3: AMO 1618 / Tween 80; ethanol / 144 h / 25 °C / aq. buffer

With tetrachloromethane; 2,2'-azobis(isobutyronitrile); AMO 1618; tri-n-butyl-tin hydride; triphenylphosphine; In Tween 80; ethanol; toluene;

DOI:10.1016/j.phytochem.2012.05.024

Reference yield:

ent-7α,18-diacetoxykaur-16-ene → 7β-acetoxy-ent-kaur-16-en-19-al (1393489-87-6) + 7β-acetoxy-19-hydroxy-ent-kaur-16-ene (1393489-86-5) + 7β-acetoxy-3β-hydroxy-ent-kaur-16-en-19-oic acid (1393489-88-7) + 7β-acetoxy-2β,3β-dihydroxy-ent-kaur-16-en-19-oic acid (1393489-89-8) + 7β-acetoxy-3β,18-dihydroxy-ent-kaur-16-en-19-oic acid (1393489-90-1) + 7β-acetoxy (-)-kaur-16-en-19-oic acid (51847-59-7,126737-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / methanol / 3 h / 20 °C

2: tetrachloromethane; triphenylphosphine / 9 h / Inert atmosphere; Reflux

3: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 15 h / Reflux; Inert atmosphere

4: AMO 1618 / Tween 80; ethanol / 144 h / 25 °C / aq. buffer

With tetrachloromethane; 2,2'-azobis(isobutyronitrile); AMO 1618; tri-n-butyl-tin hydride; potassium carbonate; triphenylphosphine; In methanol; Tween 80; ethanol; toluene;

DOI:10.1016/j.phytochem.2012.05.024

upstream raw materials:

7β-acetoxy-ent-kaur-16-ene

7β-acetoxy-18-hydroxy-ent-kaur-16-ene

Refernces