toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

Base Information

Chemical Name:toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester
CAS No.:617715-12-5
Molecular Formula:C₆₂H₉₈O₁₀SSi₃
Molecular Weight:1119.78
Hs Code.:

toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

Synonyms:toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

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Chemical Property of toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

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Technology Process of toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

There total 8 articles about toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl 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: 100.0%

: 4124-41-8
p-toluenesulfonylanhydride

: 617714-98-4
(2R,4S,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

: 617715-12-5
toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1002/anie.200351817

Reference yield:

: 617714-97-3
(2R,6S)-2-[(2S,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-2-methoxy-5-methyl-4-oxodecyl]-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-4-one

: 617715-12-5
toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / lithium tri-sec-butylborohydride / tetrahydrofuran / 1.5 h / -78 °C

2: 73 percent / imidazole / dimethylformamide / 40 h

3: 95 percent / LiAlH₄; (-)-N-methylephedrine; N-ethylaniline / diethyl ether / 2 h / -78 °C

4: 100 percent / pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; (-)-N-methylephedrine; L-Selectride; N-ethyl-N-phenylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 3: Terashima reduction;
DOI:10.1002/anie.200351817

Reference yield:

: 617715-09-0
(2S,6R)-2-[(2R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-2-methoxy-5-methyl-4-methylenedecyl]-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

: 617715-12-5
toluene-4-sulfonic acid (1S,2S,5S)-5,7-bis-(tert-butyldimethylsilanyloxy)-1-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-2-methylheptyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: OsO₄; N-methylmorpholine N-oxide / acetone; H₂O / 16 h

2: NaIO₄ / tetrahydrofuran; aq. phosphate buffer / 16 h / pH 7

3: 84 percent / lithium tri-sec-butylborohydride / tetrahydrofuran / 1.5 h / -78 °C

4: 73 percent / imidazole / dimethylformamide / 40 h

5: 95 percent / LiAlH₄; (-)-N-methylephedrine; N-ethylaniline / diethyl ether / 2 h / -78 °C

6: 100 percent / pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; (-)-N-methylephedrine; L-Selectride; 4-methylmorpholine N-oxide; N-ethyl-N-phenylamine; In tetrahydrofuran; phosphate buffer; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; 5: Terashima reduction;
DOI:10.1002/anie.200351817