(3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

Base Information

Chemical Name:(3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one
CAS No.:133765-69-2
Molecular Formula:C₁₈H₂₈O₄Si
Molecular Weight:336.503
Hs Code.:

Synonyms:(3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

Suppliers and Price of (3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-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,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

Chemical Property:

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Technology Process of (3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

There total 10 articles about (3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-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: 90.0%

: 132454-68-3
(3R,5S)-5-(benzyloxymethyl)-3-hydroxy-dihydrofuran-2(3H)-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 133765-69-2
(3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

Guidance literature:: With 1H-imidazole; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
α-D-xylofuranose

: 133765-69-2
(3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / CuSO₄ / 25 h / Ambient temperature

2: 90 percent / 75percent AcOH / 24 h / Ambient temperature

3: 95 percent / pyridine / 16 h

4: 1.) NaH / 1.) THF

5: 78 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

6: 100 percent / H₂ / 10percent Pd/C / ethanol / 12 h / Ambient temperature

7: 95 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

8: 90 percent / 3.2 M HCl / dioxane / 2 h / Ambient temperature

9: 80 percent / Ag₂CO₃/celite / benzene / 2 h / Heating

10: 90 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; 2,2'-azobis(isobutyronitrile); Celite; hydrogen; tri-n-butyl-tin hydride; sodium hydride; copper(II) sulfate; acetic acid; silver carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; benzene;

Reference yield:

: 84218-90-6
1,2-O-isopropylidene-3-O<(methylthio)thiocarbonyl>-5-O-trityl-α-D-xylofuranose

: 133765-69-2
(3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

2: 100 percent / H₂ / 10percent Pd/C / ethanol / 12 h / Ambient temperature

3: 95 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

4: 90 percent / 3.2 M HCl / dioxane / 2 h / Ambient temperature

5: 80 percent / Ag₂CO₃/celite / benzene / 2 h / Heating

6: 90 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; 2,2'-azobis(isobutyronitrile); Celite; hydrogen; tri-n-butyl-tin hydride; sodium hydride; silver carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; benzene;