Meridil

Base Information

• Chemical Name: Meridil
• CAS No.: 120051-54-9
• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.359
• Mol file: 120051-54-9.mol

Synonyms:2(3H)-Furanone,3,4-bis(1,3-benzodioxol-5-ylmethyl)dihydro-3-hydroxy-, (3S-cis)-; (-)-Meridinol;Meridinol

Chemical Property of Meridil

Chemical Property:

• PSA: 83.45000
• LogP: 1.83330

Purity/Quality:

98%Min ^*data from raw suppliers

Meridinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Meridil

There total 16 articles about Meridil 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: 87.0%

(3R,4S)-(-)-3-(methoxymethyl)oxy-3,4-<(3,4-methylenedioxy)benzyl>-γ-butyrolactone (225794-14-9) → 3-epimeridinol (120051-54-9)

Guidance literature:

With trimethylsilyl bromide; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 7h;

DOI:10.1002/jhet.5570360134

Reference yield: 81.0%

(3S,4S)-(-)-3-(methoxymethyl)oxy-3,4-<(3,4-methylenedioxy)benzyl>-γ-butyrolactone (225794-13-8) → meridinol (120051-54-9)

Guidance literature:

With trimethylsilyl bromide; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 7h;

DOI:10.1002/jhet.5570360134

Reference yield:

5-(iodomethyl)benzo[d][1,3]dioxole (157766-09-1) → meridinol (120051-54-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) LDA / 1.) THF, hexane, a) -78 deg C, 30 min, b) from -78 deg C to -20 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 5.5 h, b) 5 deg C, overnight

2: 85 percent / LiAlH₄ / diethyl ether / 16 h / Heating

3: 59 percent / p-toluenesulfonic acid / benzene / Heating

4: 55 percent / CrO₃, pyridine, Ac₂O / CH₂Cl₂; dimethylformamide / 16 h / Ambient temperature

5: 94 percent / 3 N aq. HCl / dioxane / 24 h / Ambient temperature

6: 88 percent / ethyldiisopropylamine / CH₂Cl₂ / Heating

7: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, 5 h

8: 81 percent / molecular sieves 4A, trimethylsilyl bromide / CH₂Cl₂ / 7 h / 0 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; lithium aluminium tetrahydride; trimethylsilyl bromide; 4 A molecular sieve; acetic anhydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1002/jhet.5570360134

upstream raw materials:

(3S,4S)-(-)-3-(methoxymethyl)oxy-3,4-<(3,4-methylenedioxy)benzyl>-γ-butyrolactone

5-(iodomethyl)benzo[d][1,3]dioxole

(3S,4S)-(+)-3-hydroxy-4-(3,4-methylenedioxy)benzyl-γ-butyrolactone

(2S,3S)-3-Benzo[1,3]dioxol-5-ylmethyl-butane-1,2,4-triol

Refernces