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

Base Information

Chemical Name:3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde
CAS No.:916433-73-3
Molecular Formula:C₂₄H₃₀O₃Si
Molecular Weight:394.586
Hs Code.:

3-but-3-enyl-3-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde

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

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Chemical Property of 3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde

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Technology Process of 3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde

There total 4 articles about 3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde 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: 94.0%

: 916433-77-7
[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-methanol

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

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 0.916667h;
DOI:10.1021/ja0662671

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / (i-PrO)4Ti; 4 Angstroem molecular sieves; tert-butyl hydroperoxide / L-(+)-diethyl tartrate / CH₂Cl₂; decane / 48 h / -30 °C

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

With titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; 4 A molecular sieve; dimethyl sulfoxide; triethylamine; diethyl (2R,3R)-tartrate; In decane; dichloromethane; 1: Sharpless epoxidation / 2: Swern oxidation;
DOI:10.1021/ja0662671

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / DIBAL-H / hexane; toluene / 1.5 h / -78 °C

2: 92 percent / (i-PrO)4Ti; 4 Angstroem molecular sieves; tert-butyl hydroperoxide / L-(+)-diethyl tartrate / CH₂Cl₂; decane / 48 h / -30 °C

3: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.92 h / -78 °C

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