Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester
CAS No.:123731-55-5
Molecular Formula:C₁₉H₃₄O₄SSi
Molecular Weight:386.628
Hs Code.:

Synonyms:

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Chemical Property of Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

There total 12 articles about Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester 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:

: 29117-54-2
(S)-(-)-1,2-pentanediol

: 123731-55-5
Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C

2: aq. ethanol / 19 h / Heating

4: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

5: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating

6: pyridine / 3 h / 0 - 5 °C

With 1H-imidazole; potassium hydroxide; lithium borohydride; hydrogen bromide; lithium triethylborohydride; In tetrahydrofuran; pyridine; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80027-2

Reference yield:

: 41014-93-1,6450-97-1
2-(S)-hydroxyvaleric acid

: 123731-55-5
Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt.

2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C

3: aq. ethanol / 19 h / Heating

5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating

7: pyridine / 3 h / 0 - 5 °C

With 1H-imidazole; potassium hydroxide; lithium aluminium tetrahydride; lithium borohydride; hydrogen bromide; lithium triethylborohydride; In tetrahydrofuran; pyridine; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80027-2

Reference yield:

: 6600-40-4,498-18-0
L-Norvaline

: 123731-55-5
Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / 1N H₂SO₄, NaNO₂ / H₂O / 1 h / 0 - 5 °C

2: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt.

3: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C

4: aq. ethanol / 19 h / Heating

6: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

7: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating

8: pyridine / 3 h / 0 - 5 °C

With 1H-imidazole; potassium hydroxide; lithium aluminium tetrahydride; lithium borohydride; sulfuric acid; hydrogen bromide; lithium triethylborohydride; sodium nitrite; In tetrahydrofuran; pyridine; diethyl ether; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80027-2