2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

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Chemical Name:2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester
CAS No.:271578-67-7
Molecular Formula:C₁₉H₂₈O₆
Molecular Weight:352.428
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

There total 9 articles about 2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl 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: 96.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 351379-23-2
2,2-Dimethyl-propionic acid (E)-4-(5-hydroxy-2,4-dimethoxy-3-methyl-phenyl)-but-2-enyl ester

: 271578-67-7
2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

Guidance literature:: With diethylaluminium chloride; In dichloromethane; for 12h;
DOI:10.1016/S0040-4039(00)00105-2

Reference yield:

: 54700-36-6
2-hydroxy-4-methoxy-3-methylbenzaldehyde

: 271578-67-7
2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / K₂CO₃ / acetonitrile / 5 h / Heating

2: 85 percent / H₂O₂; SeO₂; water / 2-methyl-propan-2-ol / 5 h / 40 °C

3: 100 percent / (i-Pr)2NEt / CH₂Cl₂ / 12 h / 80 °C

4: 96 percent / Me₂NPh / toluene / 12 h / 210 °C

5: 87 percent / K₂CO₃ / acetonitrile / 12 h / Heating

6: TBAF / tetrahydrofuran / 1 h

7: pyridine / CH₂Cl₂ / 3 h

8: HCl; H₂O / tetrahydrofuran; propan-2-ol / 12 h

9: 96 percent / Et₂AlCl / CH₂Cl₂ / 12 h

With pyridine; hydrogenchloride; selenium(IV) oxide; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; diethylaluminium chloride; potassium carbonate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; acetonitrile; tert-butyl alcohol; 1: Etherification / 2: oxidative cleavage / 3: Etherification / 4: p-Claisen rearrangement / 5: Etherification / 6: deprotection / 7: Acylation / 8: Hydrolysis / 9: hydroxymethylation;
DOI:10.1016/S0040-4039(00)00105-2

Reference yield:

: (E)-4-(2,4-Dimethoxy-5-methoxymethoxy-3-methyl-phenyl)-but-2-en-1-ol

: 271578-67-7
2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 3 h

2: HCl; H₂O / tetrahydrofuran; propan-2-ol / 12 h

3: 96 percent / Et₂AlCl / CH₂Cl₂ / 12 h

With pyridine; hydrogenchloride; water; diethylaluminium chloride; In tetrahydrofuran; dichloromethane; isopropyl alcohol; 1: Acylation / 2: Hydrolysis / 3: hydroxymethylation;
DOI:10.1016/S0040-4039(00)00105-2