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

Base Information

Chemical Name:2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde
CAS No.:271578-63-3
Molecular Formula:C₁₉H₃₀O₄Si
Molecular Weight:350.53
Hs Code.:

2-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde

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

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Chemical Property of 2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde

Chemical Property:

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Technology Process of 2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde

There total 1 articles about 2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde 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: 100.0%

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

: 91202-71-0
(E)-((4-bromobut-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 271578-63-3
2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde

Guidance literature:: With potassium carbonate; In acetonitrile; for 5h; Heating;
DOI:10.1016/S0040-4039(00)00105-2

Reference yield: 85.0%

: 271578-63-3
2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde

: 351380-00-2
2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-phenol

Guidance literature:: With selenium(IV) oxide; water; dihydrogen peroxide; In tert-butyl alcohol; at 40 ℃; for 5h;
DOI:10.1016/S0040-4039(00)00105-2

Reference yield:

: 271578-63-3
2-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-4-methoxy-3-methyl-benzaldehyde

: 351380-22-8
{(1S,2S)-2,3-Dihydroxy-1-[2,4,5-trimethoxy-6-(4-methoxy-benzyloxymethyl)-3-methyl-benzyl]-propyl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 19 steps

1: 85 percent / H₂O₂; SeO₂; water / 2-methyl-propan-2-ol / 5 h / 40 °C

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

3: 96 percent / Me₂NPh / toluene / 12 h / 210 °C

4: 87 percent / K₂CO₃ / acetonitrile / 12 h / Heating

5: TBAF / tetrahydrofuran / 1 h

6: pyridine / CH₂Cl₂ / 3 h

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

8: 96 percent / Et₂AlCl / CH₂Cl₂ / 12 h

9: 90 percent / K₂CO₃ / CHCl₃; methanol / 12 h / Heating

10: 99 percent / imidazole; DMAP / CH₂Cl₂ / 1 h

11: 94 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

12: 98 percent / (D-DET); Ti(OiPr)4; t-BuOOH / 24 h / -20 °C

13: 76 percent / Ti(OiPr)2(N₃)2 / benzene / 80 °C

14: 100 percent / p-TsOH*H₂O / acetone / 0.17 h

15: 100 percent / H₂; EtOAc / Pd/C / 5 h

16: TBAF / tetrahydrofuran / 1 h

17: NaH; nBu₄NI / tetrahydrofuran; dimethylformamide / 5 h

18: 93 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / Heating

19: AcOH; water / 12 h

With pyridine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; dmap; selenium(IV) oxide; diisopropoxytitanium diazide; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; diethylaluminium chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; ethyl acetate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene; acetonitrile; tert-butyl alcohol; benzene; 1: oxidative cleavage / 2: Etherification / 3: p-Claisen rearrangement / 4: Etherification / 5: deprotection / 6: Acylation / 7: Hydrolysis / 8: hydroxymethylation / 9: Etherification / 10: Etherification / 11: deprotection / 12: Epoxidation / 13: acidolysis / 14: Etherification / 15: Reduction / 16: deprotection / 17: Etherification / 18: Methylation / 19: Hydrolysis;
DOI:10.1016/S0040-4039(00)00105-2