[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

Base Information

Chemical Name:[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde
CAS No.:909554-50-3
Molecular Formula:C₁₉H₂₈O₃
Molecular Weight:304.43
Hs Code.:

Synonyms:[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

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Chemical Property of [(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

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Technology Process of [(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

There total 12 articles about [(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde 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: 86.0%

: 909554-54-7
(2R,6S,3'S)-2-allyl-6-(4-benzyloxy-3-methylbutyl)tetrahydropyran

: 909554-50-3
[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: With ozone; triphenylphosphine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-66-1
(R)-7-(2-Methyl-[1,3]dioxolan-2-yl)-hept-1-en-4-ol

: 909554-50-3
[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: 87 percent / pTosOH / acetone; H₂O / Heating

3: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

4: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

5: 2.68 g / Amberlyst 15 / acetone / 1 h

6: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

7: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-52-5
(R)-6-Triisopropylsilanyloxy-non-8-en-2-one

: 909554-50-3
[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

2: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

3: 2.68 g / Amberlyst 15 / acetone / 1 h

4: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

5: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

With triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; ozone; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
DOI:10.1002/ejoc.200600106