methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate

Base Information

• Chemical Name: methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate
• CAS No.: 210299-19-7
• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.175
• Mol file: 210299-19-7.mol

Synonyms:methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate

Chemical Property of methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate

There total 2 articles about methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate 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:

dimethyl 2,6-dihydroxy-1,4-benzenedicarboxylate (35416-55-8) → methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate (210299-19-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)00769-2

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) → methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate (210299-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydrogencarbonate / glycerol / 3 h / 180 °C

2: potassium hydrogencarbonate / acetone / 10 h / Reflux

3: sodium tetrahydroborate / tetrahydrofuran; water / 1 h / 0 °C

With sodium tetrahydroborate; potassium hydrogencarbonate; In tetrahydrofuran; water; acetone; glycerol; 1: Kolbe-Schmitt reaction;

DOI:10.1002/ejoc.201100173

Reference yield:

methyl 3,5-dihydroxy-4-(hydroxymethyl)benzoate (210299-19-7) → 4-{(1S,6R)-2-[2-(2-Ethyl-[1,3]dioxolan-2-yl)-ethyl]-1,6-dimethyl-cyclohex-2-enylmethyl}-3-hydroxy-5-methoxy-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 12 steps

1: p-TsOH

2: K₂CO₃

3: 1N HCl / methanol; tetrahydrofuran

4: K₂CO₃ / acetone

5: PCC / CH₂Cl₂

6: p-TsOH / methanol

7: TMSOTf / CH₂Cl₂

8: 1.) H₂, 1N HCl; 2.) H₂ / 1.) 10percent Pd/C; 2.) 10percent Pd/C / 1.) acetone; 2.) AcOH

9: 81 percent / t-BuOK / tetrahydrofuran

10: 82 percent / KHMDS / tetrahydrofuran

11: 85 percent / HMPA / Pd(PPh₃)4 / tetrahydrofuran

12: 91 percent / Bu₄NF / tetrahydrofuran

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1016/S0040-4039(98)00769-2

upstream raw materials:

dimethyl 2,6-dihydroxy-1,4-benzenedicarboxylate

3,5-Dihydroxybenzoic acid

Downstream raw materials:

3-Benzyloxy-4-formyl-5-methoxy-benzoic acid methyl ester

3-Benzyloxy-4-dimethoxymethyl-5-methoxy-benzoic acid methyl ester

8-(3,4-dimethoxybenzyl)-2,2-dimethyl-8,9-dihydro-[1,3]dioxino[4,5-e]isoindol-7(4H)-one

2-(3,4-dimethoxybenzyl)-4-hydroxy-5-hydroxymethyl-6-methoxyisoindolin-1-one