(2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

Base Information

Chemical Name:(2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol
CAS No.:947380-81-6
Molecular Formula:C₂₄H₄₄O₄Si
Molecular Weight:424.696
Hs Code.:

Synonyms:(2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

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Chemical Property of (2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

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Technology Process of (2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

There total 20 articles about (2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol 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%

: 947380-80-5
((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

: 947380-81-6
(2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -15 ℃;
DOI:10.1021/jo0704762

Reference yield: 67.0%

: 1009036-36-5
(R)-4-benzyl-3-[(2R,3S,4S,6R)-7-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptanoyl]oxazolidin-2-one

: 947380-81-6
(2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; diethyl ether; water; at 0 - 20 ℃;
DOI:10.1021/jo702384d

Reference yield:

: 881214-73-9
(2S,3S,4R,5S,6S)-5-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3,7-triol

: 947380-81-6
(2S, 3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 90 percent / imidazole / CH₂Cl₂ / 0 °C

2.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3.1: 93 percent / DIBALH / CH₂Cl₂ / -78 °C

4.1: 94 percent / DIEA; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 0 °C

6.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

6.2: 100 percent / tetrahydrofuran / 0 - 20 °C

7.1: 91 percent / Bu₃SnH; AIBN / benzene / Heating

8.1: 90 percent / aq. HCl / tetrahydrofuran / 20 °C

9.1: 91 percent / CSA / CH₂Cl₂ / 5 h / 20 °C

10.1: 93 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

11.1: 92 percent / DIBAL-H / CH₂Cl₂ / -15 °C

With 1H-imidazole; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; benzene; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo0704762