5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

Base Information

Chemical Name:5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate
CAS No.:872035-44-4
Molecular Formula:C₃₇H₄₄O₅Si
Molecular Weight:596.839
Hs Code.:

Synonyms:5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

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Technology Process of 5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

There total 10 articles about 5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate 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: 76.0%

: 872035-34-2
2-(tert-butyldimethylsilanyloxy)-6-hydroxy-7-trityloxynona-4,8-dien-3-one

: 79-10-7
acrylic acid

: 872035-44-4
5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

Guidance literature:: With dicyclohexyl-carbodiimide; dmap; In dichloromethane; at 20 ℃; for 46h;
DOI:10.1021/ol052332k

Reference yield:

: 105198-38-7,106513-42-2
ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate

: 872035-44-4
5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / i-PrMgCl / tetrahydrofuran / 0.5 h / 20 °C

2: 83 percent / tetrahydrofuran / 2 h / 0 °C

3: 73 percent / [(cyclo-N(Mes)CH₂CH₂N(Mes)C)RuCl₂(=CH-(o-C₆H₄)-OiPr)] / CH₂Cl₂ / 8 h / Heating

4: 76 percent / DCC / DMAP / CH₂Cl₂ / 46 h / 20 °C

With isopropylmagnesium chloride; dicyclohexyl-carbodiimide; dmap; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; dichloromethane; 2: Grignard reaction;
DOI:10.1021/ol052332k

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 872035-44-4
5-(tert-butyldimethylsilanyloxy)-4-oxo-1-(1-trityloxyallyl)-hex-2-enyl acrylate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / CH₂Cl₂ / 10 h / 20 °C

2: 94 percent / i-PrMgCl / tetrahydrofuran / 0.5 h / 20 °C

3: 83 percent / tetrahydrofuran / 2 h / 0 °C

4: 73 percent / [(cyclo-N(Mes)CH₂CH₂N(Mes)C)RuCl₂(=CH-(o-C₆H₄)-OiPr)] / CH₂Cl₂ / 8 h / Heating

5: 76 percent / DCC / DMAP / CH₂Cl₂ / 46 h / 20 °C

With 1H-imidazole; isopropylmagnesium chloride; dicyclohexyl-carbodiimide; dmap; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; dichloromethane; 3: Grignard reaction;
DOI:10.1021/ol052332k