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

Base Information

Chemical Name:Triethyl-((2R,4aR,6R,7R,8aS)-6-iodomethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane
CAS No.:850656-77-8
Molecular Formula:C₂₀H₃₁IO₄Si
Molecular Weight:490.454
Hs Code.:

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

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

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

There total 6 articles about Triethyl-((2R,4aR,6R,7R,8aS)-6-iodomethyl-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: 96.0%

: 850656-78-9
((2R,4aR,6S,7R,8aS)-2-Phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-methanol

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

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene; at 20 ℃; for 0.666667h;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With 1H-imidazole; sodium tetrahydroborate; iodine; triphenylphosphine; In 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

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

Guidance literature:: Multi-step reaction with 4 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

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