9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester

Base Information

• Chemical Name: 9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester
• CAS No.: 916139-79-2
• Molecular Formula: C₃₈H₅₆O₇
• Molecular Weight: 624.858

Synonyms:9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester

Chemical Property of 9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester

Chemical Property:

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Technology Process of 9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester

There total 1 articles about 9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl 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:

23-hydroxybetulinic acid (85999-40-2) → 9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester (916139-79-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / pyridine / 24 h / 20 °C

2: 90 percent / oxalyl chloride / CH₂Cl₂ / 2 h

3: CH₂Cl₂

With oxalyl dichloride; In pyridine; dichloromethane;

DOI:10.1016/j.bmcl.2006.09.096

Reference yield: 61.0%

9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester (916139-79-2) + phthalic anhydride (85-44-9) → 1,2-xylenedioic acid 1-[4-[(3β,23-diacetoxylup-20(29)-en-28-oyl)oxy]but-2-ynyl] ester

Guidance literature:

9-acetoxy-8-acetoxymethyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid 4-hydroxy-but-2-ynyl ester; phthalic anhydride; With dmap; In dichloromethane; at 20 ℃; for 10h;

With hydrogenchloride; In dichloromethane; water;

DOI:10.3390/molecules17088832

upstream raw materials:

23-hydroxybetulinic acid

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