5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester

Base Information

• Chemical Name: 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester
• CAS No.: 120467-27-8
• Molecular Formula: C₃₂H₄₄O₄
• Molecular Weight: 492.699
• Mol file: 120467-27-8.mol

Synonyms:

Chemical Property of 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester

There total 4 articles about 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic 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: 34.0%

methyl 5-(3',5'-dihydroxyphenyl)-pentenoate (71186-11-3) + (1S,4R)-p-mentha-2,8-dien-1-ol (22972-51-6) → (3R,4R)-ω-methoxycarbonyl-p-cannabidiol (74333-68-9) + (3R,4R)-ω-methoxycarbonyl-o-cannabidiol (74333-67-8) + 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester (120467-27-8)

Guidance literature:

With toluene-4-sulfonic acid; In diethyl ether; benzene; at 24 ℃; for 2.5h;

Reference yield:

3,5-dibenzyloxybenzaldehyde (14615-72-6) → 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester (120467-27-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / benzyltrimethylammonium hydroxide / 48 h / 20 °C

2: 95 percent / H₂ / 5percent Pd-C / acetic acid; ethyl acetate

3: 94 percent / pyridine / 24 h / Heating

4: 7.9 mg / toluene-p-sulphonic acid / benzene; diethyl ether / 2.5 h / 24 °C

With hydrogen; N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; palladium on activated charcoal; In pyridine; diethyl ether; acetic acid; ethyl acetate; benzene;

Reference yield:

(2E,4E)-methyl 2-carboxy-5-(3,5-dibenzyloxyphenyl)penta-2,4-dienoate (74346-08-0) → 5-[3,5-Dihydroxy-2,4-bis-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-phenyl]-pentanoic acid methyl ester (120467-27-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / H₂ / 5percent Pd-C / acetic acid; ethyl acetate

2: 94 percent / pyridine / 24 h / Heating

3: 7.9 mg / toluene-p-sulphonic acid / benzene; diethyl ether / 2.5 h / 24 °C

With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In pyridine; diethyl ether; acetic acid; ethyl acetate; benzene;

upstream raw materials:

methyl 5-(3',5'-dihydroxyphenyl)-pentenoate

(1S,4R)-p-mentha-2,8-dien-1-ol

3,5-dibenzyloxybenzaldehyde

methyl 2-carboxy-5-(3,5-dihydroxyphenyl)pentanoate