(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Base Information

Chemical Name:(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one
CAS No.:128440-18-6
Molecular Formula:C₂₂H₂₈O₃Si
Molecular Weight:368.548
Hs Code.:

Synonyms:(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Suppliers and Price of (3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

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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 (3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

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Technology Process of (3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

There total 14 articles about (3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-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: 99.0%

: 147093-38-7
5R-5-(t-butyldiphenylsiloxymethyl)-3-methyl-2(5H)-furanone

: 128440-18-6
(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 5h; under 7500.6 Torr; Ambient temperature;
DOI:10.1016/S0957-4166(00)86022-X

Reference yield: 80.0%

: 147200-08-6
(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

: 128440-18-6
(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Guidance literature:: With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol200486c

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 128440-18-6
(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide

2: 1.) LDA / 1.) THF, -78 deg C, 45 min, 2.) THF, 15 min

3: 1.) LDA / 1.) THF, -78 deg C, 45 min, 2.) THF, 90 min

4: 81 percent / pyridine, H₂O₂, H₂O / CH₂Cl₂ / 1 h / 0 °C

5: 99 percent / H₂ / 20percent Pd/C / ethyl acetate / 5 h / 7500.6 Torr / Ambient temperature

With pyridine; 1H-imidazole; water; hydrogen; dihydrogen peroxide; lithium diisopropyl amide; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86022-X