(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

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Chemical Name:(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran
CAS No.:128243-78-7
Molecular Formula:C₂₆H₄₂O₄Si
Molecular Weight:446.703
Hs Code.:

Synonyms:(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

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Chemical Property of (2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

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Technology Process of (2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

There total 9 articles about (2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-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%

: 75-77-4
chloro-trimethyl-silane

: 116216-70-7
(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-2H-pyran-3-ol

: 128243-78-7
(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1021/jo00304a022

Reference yield:

: 32663-39-1
(2E,6E)-2,7-dimethylocta-2,6-diene-1,8-diol

: 128243-78-7
(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

Guidance literature:: Multi-step reaction with 8 steps

2: 71 percent / butyllithium, TMEDA / tetrahydrofuran / 5 h / -10 °C

3: metallic Na / tetrahydrofuran; butan-1-ol / 3 h / Heating

4: 38 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

5: 86 percent / NaOAc, VO(acac)2, tert.-butyl hydroperoxide (TBHP) / 1) benzene, reflux, 16 h, 2) AcOH, room temp., 1 h

6: Et₃N / CH₂Cl₂ / 1 h / -10 °C

7: Ag₂CO₃ / H₂O; acetone / 16 h / 50 °C

8: 85 percent / triethylamine, N,N-dimethyl-4-aminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; n-butyllithium; bis(acetylacetonate)oxovanadium; N,N,N,N,-tetramethylethylenediamine; sodium acetate; sodium; triethylamine; silver carbonate; In tetrahydrofuran; dichloromethane; water; acetone; butan-1-ol;
DOI:10.1021/jo00304a022

Reference yield:

: 128243-74-3
(2S,5E,9E,13S)-5,10-Dimethyltetradeca-5,9-diene-2,13-diol

: 128243-78-7
(2R,3S,6S)-2-<(E,S)-7-(Benzoyloxy)-4-methyloct-3-enyl>tetrahydro-3,6-dimethyl-3-<(trimethylsilyl)oxy>-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 38 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

2: 86 percent / NaOAc, VO(acac)2, tert.-butyl hydroperoxide (TBHP) / 1) benzene, reflux, 16 h, 2) AcOH, room temp., 1 h

3: Et₃N / CH₂Cl₂ / 1 h / -10 °C

4: Ag₂CO₃ / H₂O; acetone / 16 h / 50 °C

5: 85 percent / triethylamine, N,N-dimethyl-4-aminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; bis(acetylacetonate)oxovanadium; sodium acetate; triethylamine; silver carbonate; In dichloromethane; water; acetone;
DOI:10.1021/jo00304a022