[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

Base Information

Chemical Name:[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane
CAS No.:105544-95-4
Molecular Formula:C₃₁H₄₀O₄Si
Molecular Weight:504.742
Hs Code.:

Synonyms:[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

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Technology Process of [(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

There total 10 articles about [(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane 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:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 105544-95-4
[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / Mg / diethyl ether / 3.5 h / 23 °C

2: 1.) NaIO₄, 2.) LiAlH₄ / 1.) 24 deg C, 1 h, aqueous acetone, 2.) THF, 20 deg C, 20 min

3: 97 percent / imidazole / dimethylformamide / 2.66 h / 24 °C

4: pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / 22 °C

5: 57 percent / LiAlH₄ / diethyl ether / 2 h / -78 °C

6: NaH / tetrahydrofuran / 8 h / Ambient temperature

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; 3 A molecular sieve; sodium hydride; magnesium; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 105544-87-4
5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

: 105544-95-4
[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / LiAlH₄ / diethyl ether / 2 h / -78 °C

2: NaH / tetrahydrofuran / 8 h / Ambient temperature

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 4159-66-4,105617-51-4,107494-47-3,138127-63-6,138127-64-7
(R)-1-((4R,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

: 105544-95-4
[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaIO₄, 2.) LiAlH₄ / 1.) 24 deg C, 1 h, aqueous acetone, 2.) THF, 20 deg C, 20 min

2: 97 percent / imidazole / dimethylformamide / 2.66 h / 24 °C

3: pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / 22 °C

4: 57 percent / LiAlH₄ / diethyl ether / 2 h / -78 °C

5: NaH / tetrahydrofuran / 8 h / Ambient temperature

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; 3 A molecular sieve; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618