Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

Base Information

Chemical Name:Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane
CAS No.:850656-50-7
Molecular Formula:C₂₀H₃₀O₄Si
Molecular Weight:362.541
Hs Code.:

Synonyms:Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

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Chemical Property of Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

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Technology Process of Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

There total 7 articles about Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-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: 88.0%

: 850656-77-8
Triethyl-((2R,4aR,6R,7R,8aS)-6-iodomethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

: 850656-50-7
Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1.5h;
DOI:10.1021/ja042686r

Reference yield:

: (2R,4aR,6R,7R,8aS)-2-Phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

: 850656-50-7
Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 16.65 g / NaBH₄ / methanol / 0.83 h / 0 °C

2: 96 percent / I₂; PPh₃; imidazole / benzene / 0.67 h / 20 °C

3: 88 percent / potassium t-butoxide / tetrahydrofuran / 1.5 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran; methanol; benzene;
DOI:10.1021/ja042686r

Reference yield:

: Triethyl-((2R,4aR,6S,7R,8aS)-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

: 850656-50-7
Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

Guidance literature:: Multi-step reaction with 5 steps

1: aq. OsO₄; N-methylmorpholine-N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 13 h / 20 °C

2: aq. NaIO₄ / tetrahydrofuran / 3 h / 0 °C

3: 16.65 g / NaBH₄ / methanol / 0.83 h / 0 °C

4: 96 percent / I₂; PPh₃; imidazole / benzene / 0.67 h / 20 °C

5: 88 percent / potassium t-butoxide / tetrahydrofuran / 1.5 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; potassium tert-butylate; iodine; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; tert-butyl alcohol; benzene;
DOI:10.1021/ja042686r