(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

Base Information

Chemical Name:(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine
CAS No.:944324-86-1
Molecular Formula:C₁₇H₂₉NOSi
Molecular Weight:291.509
Hs Code.:

Synonyms:(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

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Chemical Property of (2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

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Technology Process of (2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

There total 9 articles about (2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine 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:

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 944324-86-1
(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / (2S,3S)-(-)-diisopropyl tartrate; activated molecular sieves 4 Angstroem; TBHP / Ti(Oi-Pr)4 / CH₂Cl₂ / 3.5 h / -20 °C

2: 98 percent / NaN₃; NH₄Cl; H₂O / methanol / 5 h / 65 °C

3: pyridine / CH₂Cl₂ / 0 - 20 °C

4: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 20 °C

5: 5.08 g / K₂CO₃ / methanol / 20 °C

6: 65 percent / TiCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

7: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

8: 2,6-lutidine; OsO₄; NaIO₄ / dioxane; H₂O; toluene / 3 h / 25 °C

9: triphenylphosphine / tetrahydrofuran / 16 h / 20 °C

10: 0.86 g / NaBH₄ / methanol; tetrahydrofuran / 0.5 h / 0 °C

With pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; sodium azide; 4 A molecular sieve; water; titanium tetrachloride; potassium carbonate; ammonium chloride; triethylamine; triphenylphosphine; titanium(IV) isopropylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene; 1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2007.04.006

Reference yield:

: 1026002-35-6
C₁₇H₂₇NOSi

: 944324-86-1
(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 0.5h;
DOI:10.1016/j.tetasy.2007.04.006

Reference yield:

: (2S,3S)-3-azido-2-hydroxy-3-phenylpropyl pivalate

: 944324-86-1
(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-piperidine

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 20 °C

2: 5.08 g / K₂CO₃ / methanol / 20 °C

3: 65 percent / TiCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

4: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: 2,6-lutidine; OsO₄; NaIO₄ / dioxane; H₂O; toluene / 3 h / 25 °C

6: triphenylphosphine / tetrahydrofuran / 16 h / 20 °C

7: 0.86 g / NaBH₄ / methanol; tetrahydrofuran / 0.5 h / 0 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; titanium tetrachloride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;
DOI:10.1016/j.tetasy.2007.04.006