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

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (E)-4-(2-hydroxymethyl-3,4,6-trimethoxy-5-methyl-phenyl)-but-2-enyl ester
• CAS No.: 351379-98-1
• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.455

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

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

Chemical Property:

Purity/Quality:

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

There total 10 articles about 2,2-Dimethyl-propionic acid (E)-4-(2-hydroxymethyl-3,4,6-trimethoxy-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: 90.0%

2,2-Dimethyl-propionic acid (E)-4-(3-hydroxy-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenyl)-but-2-enyl ester (271578-67-7) + methyl iodide (74-88-4) → 2,2-Dimethyl-propionic acid (E)-4-(2-hydroxymethyl-3,4,6-trimethoxy-5-methyl-phenyl)-but-2-enyl ester (351379-98-1)

Guidance literature:

With potassium carbonate; In methanol; chloroform; for 12h; Heating;

DOI:10.1016/S0040-4039(00)00105-2

Reference yield:

2-hydroxy-4-methoxy-3-methylbenzaldehyde (54700-36-6) → 2,2-Dimethyl-propionic acid (E)-4-(2-hydroxymethyl-3,4,6-trimethoxy-5-methyl-phenyl)-but-2-enyl ester (351379-98-1)

Guidance literature:

Multi-step reaction with 10 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

10: 90 percent / K₂CO₃ / CHCl₃; methanol / 12 h / Heating

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; methanol; dichloromethane; chloroform; 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 / 10: Etherification;

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 → 2,2-Dimethyl-propionic acid (E)-4-(2-hydroxymethyl-3,4,6-trimethoxy-5-methyl-phenyl)-but-2-enyl ester (351379-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 3 h

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

3: 96 percent / Et₂AlCl / CH₂Cl₂ / 12 h

4: 90 percent / K₂CO₃ / CHCl₃; methanol / 12 h / Heating

With pyridine; hydrogenchloride; water; diethylaluminium chloride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; chloroform; isopropyl alcohol; 1: Acylation / 2: Hydrolysis / 3: hydroxymethylation / 4: Etherification;

DOI:10.1016/S0040-4039(00)00105-2

upstream raw materials:

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

methyl iodide

2-hydroxy-4-methoxy-3-methylbenzaldehyde

2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-phenol

Downstream raw materials:

2,2-dimethyl-propionic acid 4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-but-2-enyl ester

4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-but-2-en-1-ol

{2-[(S)-2-Azido-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-3,5,6-trimethoxy-4-methyl-benzyloxy}-tert-butyl-dimethyl-silane

(2S,3S)-3-Azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

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