tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane
CAS No.:84109-52-4
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

Synonyms:tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

There total 3 articles about tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-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: 83.0%

: 84170-92-3
(2R,4aR,6S,7R,8S,8aS)-6-Methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 84109-52-4
tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1021/ja00341a052

Reference yield:

: 84170-91-2
methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-altropyranoside

: 84109-52-4
tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: DCCI / tetrahydrofuran; pyridine; dimethylsulfoxide / 2 h / Ambient temperature

2: LiAlH₄ / pyridine / 0.5 h / 0 °C

3: 83 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00341a052

Reference yield:

: 936220-96-1
(2R,4aR,6S,8R,8aS)-6-Methoxy-8-methyl-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

: 84109-52-4
tert-Butyl-((2R,4aR,6S,7R,8R,8aS)-6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / pyridine / 0.5 h / 0 °C

2: 83 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; In pyridine; N,N-dimethyl-formamide;
DOI:10.1021/ja00341a052