tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

Base Information

Chemical Name:tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol
CAS No.:203174-70-3
Molecular Formula:C₂₄H₃₄O₂Si
Molecular Weight:382.618
Hs Code.:

Synonyms:tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

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Chemical Property of tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

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Technology Process of tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

There total 10 articles about tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol 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: 88.0%

: (S)-2-((2S,3R,4S,5S)-2-tert-Butyl-4,5-dimethyl-2-phenyl-[1,2]oxasilolan-3-yl)-1-phenyl-propan-1-one

: 203174-70-3
tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

Guidance literature:: With triethylsilane; trifluoroacetic acid; at 0 ℃; for 0.833333h;
DOI:10.1055/s-1998-1599

Reference yield:

: 497-02-9
(E)-2-methyl-2-buten-1-ol

: 203174-70-3
tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N / CH₂Cl₂ / 0.67 h / -70 °C

2: 1.) Na, 2.) n-BuLi / 1.) CH₂Cl₂, EtOH, 0 deg C, 50 min; r.t., 50 min, 2.) hexane, THF

3: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

4: 94.5 percent / potassium naphthalenide / tetrahydrofuran / 0.83 h / -78 °C

5: 1.) Et₂BH, 2.) 10percent aq. NaOH, 35percent H₂O₂ / 1.) THF, 0 deg C, 30 min; r.t., 7 d, 2.) r.t., 3 h

6: 81 percent / CsF, EtOK / ethanol; tetrahydrofuran / 42 h / 65 °C

7: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / Ambient temperature

8: 56 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C to r.t., 3 h, 2.) r.t., 28 h

9: 88 percent / Et₃SiH, CF₃COOH / 0.83 h / 0 °C

With 1H-imidazole; triethylsilane; sodium hydroxide; n-butyllithium; Diethylborane; potassium naphthalenide; potassium ethoxide; dihydrogen peroxide; sodium; Dess-Martin periodane; triethylamine; cesium fluoride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1055/s-1998-1599

Reference yield:

: 28127-58-4
sec-butyl tiglate

: 203174-70-3
tert-Butyl-phenyl-((2S,3S,4R,5S,6S)-2,3,5-trimethyl-6-phenyl-tetrahydro-pyran-4-yl)-silanol

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / LiAlH₄, AlCl₃ / diethyl ether; tetrahydrofuran / 0.83 h / -5 °C

2: Et₃N / CH₂Cl₂ / 0.67 h / -70 °C

3: 1.) Na, 2.) n-BuLi / 1.) CH₂Cl₂, EtOH, 0 deg C, 50 min; r.t., 50 min, 2.) hexane, THF

4: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

5: 94.5 percent / potassium naphthalenide / tetrahydrofuran / 0.83 h / -78 °C

6: 1.) Et₂BH, 2.) 10percent aq. NaOH, 35percent H₂O₂ / 1.) THF, 0 deg C, 30 min; r.t., 7 d, 2.) r.t., 3 h

7: 81 percent / CsF, EtOK / ethanol; tetrahydrofuran / 42 h / 65 °C

8: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / Ambient temperature

9: 56 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C to r.t., 3 h, 2.) r.t., 28 h

10: 88 percent / Et₃SiH, CF₃COOH / 0.83 h / 0 °C

With 1H-imidazole; triethylsilane; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; Diethylborane; potassium naphthalenide; potassium ethoxide; dihydrogen peroxide; sodium; Dess-Martin periodane; triethylamine; cesium fluoride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1055/s-1998-1599