(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

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Chemical Name:(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol
CAS No.:888481-26-3
Molecular Formula:C₂₆H₃₆O₃Si
Molecular Weight:424.656
Hs Code.:

Synonyms:(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

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Chemical Property of (6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

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Technology Process of (6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

There total 14 articles about (6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol 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: 90.0%

: 888481-25-2
(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-[3-methoxy-2-(3-trimethylsilanyl-prop-2-ynyl)-phenyl]-6-methyl-9-trimethylsilanyl-nona-2,8-diyn-1-ol

: 888481-26-3
(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 6h;
DOI:10.1021/ol060667b

Reference yield:

: 106-24-1
Geraniol

: 888481-26-3
(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

Guidance literature:: Multi-step reaction with 13 steps

1.1: 94 percent / Ti(OiPr)4; L-(+)-diethyl tartrate; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂ / 2.5 h / -25 °C

2.1: 92 percent / Red-Al / tetrahydrofuran / 5 h / 0 °C

3.1: 98 percent / triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

4.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 0 - 20 °C

5.1: 95 percent / NaOH / methanol / 4 h / 20 °C

6.1: 93 percent / triethylamine; SO₃*pyridine / dimethylsulfoxide / 3 h / 20 °C

7.1: triphenylphosphine / CH₂Cl₂ / 0.5 h / 20 °C

7.2: 90 percent / triethylamine / CH₂Cl₂ / 12 h / -78 - 20 °C

8.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

8.2: 95 percent / tetrahydrofuran; hexane / -78 - 20 °C

9.1: pyridine; ozone / CH₂Cl₂ / 0.5 h / -78 °C

9.2: 85 percent / dimethyl sulfide / CH₂Cl₂ / -78 - 20 °C

10.1: triphenylphosphine / CH₂Cl₂ / 0.5 h / 20 °C

10.2: 98 percent / triethylamine / CH₂Cl₂ / 12 h / -78 - 20 °C

11.1: 95 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

12.1: n-BuLi / diethyl ether; hexane / 1.5 h / -78 - 20 °C

12.2: 70 percent / BF₃*Et₂O / diethyl ether; hexane / 5 h / -78 - 20 °C

13.1: 90 percent / potassium carbonate / methanol / 6 h / 20 °C

With pyridine; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; n-butyllithium; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; potassium carbonate; ozone; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; 4 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 1.1: Sharpless epoxidation / 6.1: Parikh-Doering oxidation / 7.2: Corey-Fuchs reaction / 10.2: Corey-Fuchs reaction;
DOI:10.1021/ol060667b

Reference yield:

: 888481-18-3
(3S)-3-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-oct-6-enal

: 888481-26-3
(6S)-6-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-2-prop-2-ynyl-phenyl)-6-methyl-nona-2,8-diyn-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: triphenylphosphine / CH₂Cl₂ / 0.5 h / 20 °C

1.2: 90 percent / triethylamine / CH₂Cl₂ / 12 h / -78 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

2.2: 95 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: pyridine; ozone / CH₂Cl₂ / 0.5 h / -78 °C

3.2: 85 percent / dimethyl sulfide / CH₂Cl₂ / -78 - 20 °C

4.1: triphenylphosphine / CH₂Cl₂ / 0.5 h / 20 °C

4.2: 98 percent / triethylamine / CH₂Cl₂ / 12 h / -78 - 20 °C

5.1: 95 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

6.1: n-BuLi / diethyl ether; hexane / 1.5 h / -78 - 20 °C

6.2: 70 percent / BF₃*Et₂O / diethyl ether; hexane / 5 h / -78 - 20 °C

7.1: 90 percent / potassium carbonate / methanol / 6 h / 20 °C

With pyridine; n-butyllithium; potassium carbonate; ozone; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 1.2: Corey-Fuchs reaction / 4.2: Corey-Fuchs reaction;
DOI:10.1021/ol060667b