((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

Base Information

Chemical Name:((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane
CAS No.:935746-70-6
Molecular Formula:C₃₅H₄₆O₃Si
Molecular Weight:542.834
Hs Code.:

Synonyms:((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

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Chemical Property of ((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

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Technology Process of ((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

There total 11 articles about ((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane 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: 98.0%

: 935746-69-3
(S)-11-(4-methoxybenzyloxy)undec-1-yn-3-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 935746-70-6
((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2007.01.163

Reference yield:

: 935746-64-8
(E)-ethyl 11-(4-methoxybenzyloxy)undec-2-enoate

: 935746-70-6
((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

2: 94 percent / TsOH / CH₂Cl₂ / 20 °C

3: 95 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / 0 - 20 °C

4: 89 percent / N-chlorosuccinimide; PPh₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C

6: 98 percent / imidazole / CH₂Cl₂ / 0 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; n-butyllithium; methanesulfonamide; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; potassium hexacyanoferrate(III); osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2007.05.047

Reference yield:

: 3937-56-2
1,9-Nonanediol

: 935746-70-6
((S)-11-(4-methoxybenzyloxy)undec-1-yn-3-yloxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / NaH; tetra(n-butyl)ammonium iodide / dimethylformamide / 1 h / 0 °C

2: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -60 - 20 °C

3: 7.92 percent / benzene / 4 h / Heating

4: 96 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

5: 94 percent / TsOH / CH₂Cl₂ / 20 °C

6: 95 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / 0 - 20 °C

7: 89 percent / N-chlorosuccinimide; PPh₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

8: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C

9: 98 percent / imidazole / CH₂Cl₂ / 0 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; n-butyllithium; oxalyl dichloride; methanesulfonamide; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 2: Swern oxidation / 3: Wittig reaction / 4: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2007.05.047