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

Base Information

Chemical Name:2-(tert-butyldimethylsilanyloxy)-6-hydroxy-7-trityloxynona-4,8-dien-3-one
CAS No.:872035-34-2
Molecular Formula:C₃₄H₄₂O₄Si
Molecular Weight:542.791
Hs Code.:

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

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Chemical Property of 2-(tert-butyldimethylsilanyloxy)-6-hydroxy-7-trityloxynona-4,8-dien-3-one

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Technology Process of 2-(tert-butyldimethylsilanyloxy)-6-hydroxy-7-trityloxynona-4,8-dien-3-one

There total 8 articles about 2-(tert-butyldimethylsilanyloxy)-6-hydroxy-7-trityloxynona-4,8-dien-3-one 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: 73.0%

: 872035-33-1
(3S,4S)-4-(trityloxy)hexa-1,5-dien-3-ol

: 144193-95-3
(S)-4-((tert-butyldimethylsilyl)oxy)pent-1-en-3-one

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

: (E)-(3S,4S,7S,8S)-4,7-Bis-trityloxy-deca-1,5,9-triene-3,8-diol

Guidance literature:: Hoveyda-Grubbs catalyst second generation; In dichloromethane; for 8h; Heating;
DOI:10.1021/ol052332k

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 4 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

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