(S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

Base Information

Chemical Name:(S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one
CAS No.:205505-83-5
Molecular Formula:C₁₈H₂₀O₆
Molecular Weight:332.353
Hs Code.:

Synonyms:(S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

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Chemical Property of (S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

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Technology Process of (S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

There total 7 articles about (S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one 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: 91.0%

: 205505-78-8
[(S)-4-(3,4-Dimethoxy-benzyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-[2-(2-methoxy-ethoxymethoxy)-phenyl]-methanone

: 205505-83-5
(S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

Guidance literature:: With hydrogenchloride; methanol; at 50 ℃;
DOI:10.3987/COM-97-S24

Reference yield:

: 53979-19-4
diethyl 2-(3,4-dimethoxybenzyl)malonate

: 205505-83-5
(S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / KOH / ethanol / Ambient temperature

2: 72 percent / NaH / tetrahydrofuran / Heating

3: AD-mix-β <(DHQD)2PHAL> / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

4: 93 percent / p-TsOH / tetrahydrofuran / Ambient temperature

5: 85 percent / DIBALH / toluene / 0.5 h / -78 °C

6: 1.) n-BuLi; 2.) pyridiniumchlorochromate, NaOAc / 1.) THF, -78 deg C to r.t.; 2.) CH₂Cl₂, reflux

7: 91 percent / 2percent HCl, MeOH / 50 °C

With hydrogenchloride; methanol; potassium hydroxide; n-butyllithium; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; pyridinium chlorochromate; In tetrahydrofuran; ethanol; water; toluene; tert-butyl alcohol;
DOI:10.3987/COM-97-S24

Reference yield:

: 205505-52-8
ethyl 2-(3,4-dimethoxyphenyl)methylacrylate

: 205505-83-5
(S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-propan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: AD-mix-β <(DHQD)2PHAL> / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

2: 93 percent / p-TsOH / tetrahydrofuran / Ambient temperature

3: 85 percent / DIBALH / toluene / 0.5 h / -78 °C

4: 1.) n-BuLi; 2.) pyridiniumchlorochromate, NaOAc / 1.) THF, -78 deg C to r.t.; 2.) CH₂Cl₂, reflux

5: 91 percent / 2percent HCl, MeOH / 50 °C

With hydrogenchloride; methanol; n-butyllithium; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; pyridinium chlorochromate; In tetrahydrofuran; water; toluene; tert-butyl alcohol;
DOI:10.3987/COM-97-S24