Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

Base Information

Chemical Name:Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester
CAS No.:85597-54-2
Molecular Formula:C₂₆H₄₀O₅Si
Molecular Weight:460.686
Hs Code.:

Synonyms:Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

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Chemical Property of Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

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Technology Process of Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

There total 9 articles about Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester 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: 65.0%

: Benzoic acid (1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-((R)-1-methyl-2-oxo-ethyl)-butyl ester

: 85576-65-4
methyl 4-(diisopropylphosphinyl)2-butenoate

: 85597-54-2
Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

Guidance literature:: With sodium hydride; In toluene; at 25 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)85554-9

Reference yield:

: 78088-28-5
ethyl (2S,3S)-3-hydroxy-2-methylbutanoate

: 85597-54-2
Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole / dimethylaminopyridine / dimethylformamide / 16 h / 60 °C

2: LiBH₄ / tetrahydrofuran / 16 h / Heating

3: pyridinium chlorochromate / CH₂Cl₂ / 2 h / 25 °C

5: pyridine / dimethylaminopyridine / 24 h / 25 °C

6: LiBH₄ / tetrahydrofuran / 2 h / 0 °C

7: pyridinium chlorochromate / CH₂Cl₂ / 1 h / 25 °C

8: 65 percent / NaH / toluene / 0.5 h / 25 °C

With pyridine; 1H-imidazole; lithium borohydride; sodium hydride; pyridinium chlorochromate; dmap; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)85554-9

Reference yield:

: 85576-62-1
(4R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-hexanethioic acid S-phenyl ester

: 85597-54-2
Benzoic acid (3E,5E)-(1R,2S)-1-[(1R,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methoxycarbonyl-2-methyl-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dimethylaminopyridine / 24 h / 25 °C

2: LiBH₄ / tetrahydrofuran / 2 h / 0 °C

3: pyridinium chlorochromate / CH₂Cl₂ / 1 h / 25 °C

4: 65 percent / NaH / toluene / 0.5 h / 25 °C

With pyridine; lithium borohydride; sodium hydride; pyridinium chlorochromate; dmap; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)85554-9