(tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

Base Information

Chemical Name:(tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane
CAS No.:424789-58-2
Molecular Formula:C₂₅H₄₄O₄Si
Molecular Weight:436.707
Hs Code.:

Synonyms:(tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

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Chemical Property of (tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

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Technology Process of (tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

There total 13 articles about (tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane 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: 96.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 424789-57-1
(2R,3R,4R,5R,6S)-2,4,6-trimethyl-5-(tert-butyldimethylsilanyloxy)octane-1,3-diol

: 424789-58-2
(tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

Guidance literature:: pyridinium p-toluenesulfonate;
DOI:10.1016/S0040-4039(01)02104-9

Reference yield: 88.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 478800-16-7
[3S,4R,5R,5(2R),5(4R),5(5R)]-5-{2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl}-3-methylhexan-4-ol

: 424789-58-2
(tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -15 ℃; for 2h;
DOI:10.1055/s-2002-34386

Reference yield:

: 1730-97-8
(S)-2-methylbutyraldehyde

: 424789-58-2
(tert-butyl)((2R,3R,4S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylhexan-3-yloxy)(dimethyl)silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / CH₂Cl₂ / cooling

1.2: CH₂Cl₂ / 1.33 h / -78 - 0 °C

1.3: H₂O₂ / CH₂Cl₂; methanol; H₂O / 1 h / 0 - 10 °C

2.1: 91 percent / Me₃Al / tetrahydrofuran; toluene / 2 h / 0 °C

3.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: DIBAL-H / toluene / 0.5 h / 0 °C

5.1: NaH / tetrahydrofuran / 0 - 20 °C

5.2: tetrahydrofuran / 12 h / 20 °C

6.1: 90 percent / DIBAL-H / CH₂Cl₂ / 2 h / -23 °C

7.1: m-CPBA / CH₂Cl₂ / 1 h / 0 °C

8.1: CuCN / tetrahydrofuran; diethyl ether / 30 h / -78 °C

8.2: 90 percent / tetrahydrofuran; diethyl ether / 20 h / -20 °C

9.1: 96 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 6 h / 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo050352u