2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester

Base Information

• Chemical Name: 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester
• CAS No.: 73276-13-8
• Molecular Formula: C₂₄H₃₄O₉
• Molecular Weight: 466.529
• Mol file: 73276-13-8.mol

Synonyms:2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester

Chemical Property of 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester

There total 3 articles about 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid 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:

3,4,5-trimethoxycinnamic acid methyl ester (7560-49-8) → 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester (73276-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / palladium(II) acetate / diethyl ether; CH₂Cl₂ / 0.25 h / 0 °C

2: 97 percent / hydrogen / 10percent palladium/carbon / methanol / 2637.5 Torr

3: 1.) lithium diisopropylamide / tetrahydrofuran / 1.) 35 min, 2.) 75 min

With hydrogen; palladium diacetate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1021/ja00409a032

Reference yield:

methyl 2-(3,4,5-trimethoxyphenyl)cyclopropanecarboxylate (79117-99-0) → 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester (73276-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / hydrogen / 10percent palladium/carbon / methanol / 2637.5 Torr

2: 1.) lithium diisopropylamide / tetrahydrofuran / 1.) 35 min, 2.) 75 min

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/ja00409a032

Reference yield:

4,5,5-trimethoxybicyclo<4.1.0>hept-3-en-2-one (67603-14-9) + methyl 4-(3,4,5-trimethoxyphenyl)butanoate (79117-98-9) → 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester (73276-13-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) 35 min, 2.) 75 min;

DOI:10.1021/ja00409a032

upstream raw materials:

4,5,5-trimethoxybicyclo<4.1.0>hept-3-en-2-one

methyl 4-(3,4,5-trimethoxyphenyl)butanoate

3,4,5-trimethoxycinnamic acid methyl ester

methyl 2-(3,4,5-trimethoxyphenyl)cyclopropanecarboxylate

Downstream raw materials:

7-amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

methyl α-(2-hydroxy-4-methoxy-5-oxobicyclo<4.1.0>hept-3-en-1-yl)-α-(β-(3,4,5-trimethoxyphenyl)ethyl)acetate