(2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

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Chemical Name:(2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran
CAS No.:786695-88-3
Molecular Formula:C₂₄H₄₀O₃Si
Molecular Weight:404.665
Hs Code.:

Synonyms:(2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

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Chemical Property of (2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

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Technology Process of (2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

There total 4 articles about (2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran 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: 85.0%

: 786695-87-2
(2S,4R,6R)-tetrahydro-4-(triisopropylsilyloxy)-2-(E)-styryl-6-vinyl-2H-pyran

: 786695-88-3
(2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

Guidance literature:: (2S,4R,6R)-tetrahydro-4-(triisopropylsilyloxy)-2-(E)-styryl-6-vinyl-2H-pyran; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 22 ℃; for 3h;

With KH₂PO₄-NaOH buffer solution; dihydrogen peroxide; In tetrahydrofuran; ethanol; at 22 ℃; for 12h; pH=7.00;
DOI:10.1021/ja0458672

Reference yield:

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 786695-88-3
(2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ru-carbene complex / tetrahydrofuran / 1.5 h / 22 °C

2.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

3.1: 9-BBN / tetrahydrofuran / 3 h / 22 °C

3.2: 85 percent / H₂O₂; KH₂PO₄-NaOH buffer solution / tetrahydrofuran; ethanol / 12 h / 22 °C / pH 7.00

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; Ru-carbene; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0458672

Reference yield:

: 89858-82-2,99327-44-3,99327-43-2
endo-8-oxabicyclo[3.2.1]oct-6-en-3-ol

: 786695-88-3
(2R,4R,6S)-tetrahydro-2-(2-hydroxyethyl)-4-(triisopropylsilyloxy)-6-(E)-styryl-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ru-carbene complex / tetrahydrofuran / 1.5 h / 22 °C

2.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

3.1: 9-BBN / tetrahydrofuran / 3 h / 22 °C

3.2: 85 percent / H₂O₂; KH₂PO₄-NaOH buffer solution / tetrahydrofuran; ethanol / 12 h / 22 °C / pH 7.00

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; Ru-carbene; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0458672