(3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

Base Information

Chemical Name:(3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol
CAS No.:389086-08-2
Molecular Formula:C₂₇H₄₈O₄S₂Si
Molecular Weight:528.893
Hs Code.:

Synonyms:(3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

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Chemical Property of (3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

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Technology Process of (3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

There total 9 articles about (3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol 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: 92.0%

: 917-64-6
methyl magnesium iodide

: 389086-07-1
(S)-2-(4-methoxybenzyl)oxy-4-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}butyraldehyde

: 389086-08-2
(3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 - -50 ℃; for 2h;
DOI:10.1016/S0040-4020(02)01379-0

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 389086-08-2
(3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 6 h / 20 °C

2: 98 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 87 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 2 h / -78 - -20 °C

4: 92 percent / pyridine*SO₃; Et₃N / dimethylsulfoxide / 1.25 h / 20 °C

5: 92 percent / tetrahydrofuran; diethyl ether / 2 h / -78 - -50 °C

With 1H-imidazole; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 4: Parikh-Doering oxidation;
DOI:10.1016/S0040-4020(02)01379-0

Reference yield:

: 389086-04-8
(S)-4-[2-(4-hydroxybutyl)-1,3-dithian-2-yl]-butane-1,2-diol

: 389086-08-2
(3S)-3-(4-methoxybenzyl)oxy-5-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}-2-pentanol

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 6 h / 20 °C

2: 98 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 87 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 2 h / -78 - -20 °C

4: 92 percent / pyridine*SO₃; Et₃N / dimethylsulfoxide / 1.25 h / 20 °C

5: 92 percent / tetrahydrofuran; diethyl ether / 2 h / -78 - -50 °C

With 1H-imidazole; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 4: Parikh-Doering oxidation;
DOI:10.1016/S0040-4020(02)01379-0