[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Base Information

Chemical Name:[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol
CAS No.:916433-78-8
Molecular Formula:C₃₆H₄₆O₅Si
Molecular Weight:586.844
Hs Code.:

[3-but-3-enyl-3-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Synonyms:[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

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Chemical Property of [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

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Technology Process of [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

There total 4 articles about [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol 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: 25.0%

: 916433-73-3
3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde

: 5674-01-1
2-methylallylmagnesium chloride

: 82830-49-7
2-fluoro-1,4-dimethoxybenzene

: 916433-81-3
[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

: 916433-78-8
[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Guidance literature:: 2-fluoro-1,4-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.5h;

2-methylallylmagnesium chloride; In tetrahydrofuran; Petroleum ether; at -78 - 20 ℃; for 1.75h;

3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.333333h;
DOI:10.1021/ja0662671

Reference yield:

: 916433-76-6
3-(tert-butyldiphenylsilyloxy)hepta-2,6-dien-1-ol

: 916433-78-8
[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / (i-PrO)4Ti; 4 Angstroem molecular sieves; tert-butyl hydroperoxide / L-(+)-diethyl tartrate / CH₂Cl₂; decane / 48 h / -30 °C

2.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.92 h / -78 °C

3.1: n-BuLi / petroleum ether; tetrahydrofuran / 0.5 h / -78 °C

3.2: petroleum ether; tetrahydrofuran / 1.75 h / -78 - 20 °C

3.3: 25 percent / petroleum ether; tetrahydrofuran / 0.33 h / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; dimethyl sulfoxide; triethylamine; diethyl (2R,3R)-tartrate; In tetrahydrofuran; decane; dichloromethane; Petroleum ether; 1.1: Sharpless epoxidation / 2.1: Swern oxidation;
DOI:10.1021/ja0662671

Reference yield:

: 916433-75-5
ethyl 3-(tert-butyldiphenylsilyloxy)hepta-2,6-dienoate

: 916433-78-8
[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / DIBAL-H / hexane; toluene / 1.5 h / -78 °C

2.1: 92 percent / (i-PrO)4Ti; 4 Angstroem molecular sieves; tert-butyl hydroperoxide / L-(+)-diethyl tartrate / CH₂Cl₂; decane / 48 h / -30 °C

3.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.92 h / -78 °C

4.1: n-BuLi / petroleum ether; tetrahydrofuran / 0.5 h / -78 °C

4.2: petroleum ether; tetrahydrofuran / 1.75 h / -78 - 20 °C

4.3: 25 percent / petroleum ether; tetrahydrofuran / 0.33 h / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diethyl (2R,3R)-tartrate; In tetrahydrofuran; decane; hexane; dichloromethane; toluene; Petroleum ether; 2.1: Sharpless epoxidation / 3.1: Swern oxidation;
DOI:10.1021/ja0662671