(E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

Base Information

Chemical Name:(E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal
CAS No.:521973-56-8
Molecular Formula:C₂₆H₃₂O₄Si
Molecular Weight:436.623
Hs Code.:

Synonyms:(E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

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Chemical Property of (E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

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Technology Process of (E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

There total 9 articles about (E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal 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: 83.0%

: 521973-55-7
(4S)-(E)-4-(tert-butyldiphenylsilyloxy)-3-[3-([1,3]dithian-2-yl)-3-methylbutylidene]-4,5-dihydrofuran-2-one

: 521973-56-8
(E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

Guidance literature:: With calcium carbonate; methyl iodide; In water; acetonitrile; at 60 ℃; for 24h;
DOI:10.1021/jo026827o

Reference yield:

: 86476-41-7
(methyl-3' butanal-1'-yl-3')-2 dithianne-1,3

: 521973-56-8
(E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

1.2: HMPA / tetrahydrofuran / -78 - -30 °C / Acid hydrolysis

2.1: 84 percent / imidazole / dimethylformamide / 19 h / 20 °C

3.1: 37 percent / Et₃N; MsCl / CH₂Cl₂ / 47 h / -15 - 20 °C

4.1: 97 percent / aq. HF / acetonitrile; pyridine / 43 h / 0 - 20 °C

5.1: 54 percent / imidazole / dimethylformamide / 20 °C

6.1: 83 percent / CaCO₃; MeI / acetonitrile; H₂O / 24 h / 60 °C

With 1H-imidazole; hydrogen fluoride; methanesulfonyl chloride; triethylamine; calcium carbonate; lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo026827o

Reference yield:

: 521973-65-9
(3S,4S)-3-[(1R)-3-([1,3]dithian-2-yl)-1-hydroxy-3-methylbutyl]-4-hydroxy-4,5-dihydrofuran-2(3H)-one

: 521973-56-8
(E)-4-[(4S)-4-(tert-butyldiphenylsilyloxy)-2-oxo-4,5-dihydrofuran-3-ylidene]-2,2-dimethylbutanal

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / imidazole / dimethylformamide / 19 h / 20 °C

2: 37 percent / Et₃N; MsCl / CH₂Cl₂ / 47 h / -15 - 20 °C

3: 97 percent / aq. HF / acetonitrile; pyridine / 43 h / 0 - 20 °C

4: 54 percent / imidazole / dimethylformamide / 20 °C

5: 83 percent / CaCO₃; MeI / acetonitrile; H₂O / 24 h / 60 °C

With 1H-imidazole; hydrogen fluoride; methanesulfonyl chloride; triethylamine; calcium carbonate; methyl iodide; In pyridine; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo026827o