Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester
CAS No.:176518-95-9
Molecular Formula:C₂₉H₅₆O₅SSi₂
Molecular Weight:572.998
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

There total 7 articles about Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl 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: 90.0%

: 98-59-9
p-toluenesulfonyl chloride

: 176518-94-8
(2R,3S,4R,6S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptan-1-ol

: 176518-95-9
Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

Guidance literature:: With pyridine; at 0 - 5 ℃; for 2h;
DOI:10.1016/0040-4020(96)00221-9

Reference yield:

: 2121-69-9,54630-82-9,107173-22-8,3817-48-9
(2R,4S)-2,4-dimethylpentane-1,5-diol

: 176518-95-9
Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 62 mg / tetrahydrofuran; H₂O / 8 h / 28 °C / porcine pancreatic lipase

2: 70 mg / PDC / CH₂Cl₂ / 3 h / Ambient temperature

3: 4 Angstroem molecular sieves / toluene / 3 h / -78 °C

4: 92 percent / K₂CO₃ / methanol; H₂O / 1.5 h / 40 °C

5: 100 percent / imidazole / dimethylformamide / 2 h / 0 °C

6: 84 percent / ozone, NaBH₄ / CH₂Cl₂; methanol / 3 h / -78 - 20 °C

7: 90 percent / pyridine / 2 h / 0 - 5 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; 4 A molecular sieve; potassium carbonate; ozone; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4020(96)00221-9

Reference yield:

: 90270-02-3,97937-36-5
(2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate

: 176518-95-9
Toluene-4-sulfonic acid (2R,3S,4R,6S)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 70 mg / PDC / CH₂Cl₂ / 3 h / Ambient temperature

2: 4 Angstroem molecular sieves / toluene / 3 h / -78 °C

3: 92 percent / K₂CO₃ / methanol; H₂O / 1.5 h / 40 °C

4: 100 percent / imidazole / dimethylformamide / 2 h / 0 °C

5: 84 percent / ozone, NaBH₄ / CH₂Cl₂; methanol / 3 h / -78 - 20 °C

6: 90 percent / pyridine / 2 h / 0 - 5 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; 4 A molecular sieve; potassium carbonate; ozone; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4020(96)00221-9