3￠-O-Methylsappanol

Base Information

• Chemical Name: 3￠-O-Methylsappanol
• CAS No.: 111254-21-8
• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.326
• Mol file: 111254-21-8.mol

Synonyms:

Chemical Property of 3￠-O-Methylsappanol

Chemical Property:

• Boiling Point: 549.8±50.0 °C(Predicted)
• PKA: 9.71±0.60(Predicted)
• Density: 1.454±0.06 g/cm3(Predicted)

Purity/Quality:

>98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3￠-O-Methylsappanol

There total 12 articles about 3￠-O-Methylsappanol 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:

(3R,4R)-7-Benzyloxy-3-(4-benzyloxy-3-methoxy-benzyl)-chroman-3,4-diol (111254-34-3,111276-60-9) → (3RS,4RS)-3-(4-hydroxy-3-methoxybenzyl)-3,4,7-trihydroxychroman <(+/-)-3'-O-methylepisappanol> (111254-21-8,111254-22-9,111321-31-4,111321-32-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetone; for 2h;

DOI:10.1248/cpb.35.2761

Reference yield:

(3R,4S)-7-Benzyloxy-3-(4-benzyloxy-3-methoxy-benzyl)-chroman-3,4-diol (111254-34-3,111276-60-9) → (3RS,4SR)-3-(4-hydroxy-3-methoxybenzyl)-3,4,7-trihydroxychroman <(+/-)-3'-O-methylsappanol> (111254-21-8,111254-22-9,111321-31-4,111321-32-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetone; for 2h;

DOI:10.1248/cpb.35.2761

Reference yield:

7-hydroxy-2,3-dihydro-4H-chromen-4-one (76240-27-2) → (3RS,4RS)-3-(4-hydroxy-3-methoxybenzyl)-3,4,7-trihydroxychroman <(+/-)-3'-O-methylepisappanol> (111254-21-8,111254-22-9,111321-31-4,111321-32-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.86 g / HCl / ethanol / 25 h / Ambient temperature

2: 867 mg / anhydr. K₂CO₃ / dimethylformamide / 2 h / 100 °C

3: 516 mg / hydrogen peroxide, aq. NaOH / acetone; methanol / 24 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 1.) 0 deg C; room temp., 2 h

5: 28 mg / hydrogen / Pd-C (5percent) / acetone; methanol / 2 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; dihydrogen peroxide; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1248/cpb.35.2761

upstream raw materials:

(3R,4R)-7-Benzyloxy-3-(4-benzyloxy-3-methoxy-benzyl)-chroman-3,4-diol

7-hydroxy-2,3-dihydro-4H-chromen-4-one

(E)-3-(4-hydroxy-3-methoxybenzylidene)-7-hydroxychroman-4-one

vanillin

Downstream raw materials:

(3RS,4SR)-3,4-dihydroxy-3-(3,4-dimethoxybenzyl)-7-methoxychroman

(6aSR,11bRS)-9-methoxy-3,6a,10-trihydroxy-6a,11b-dihydro-7H-indeno<2,1-c>chromene <(+/-)-3'-O-methylbrazilin>

(3RS,4RS)-3,4-dihydroxy-3-(3,4-dimethoxybenzyl)-7-methoxychroman