tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

Base Information

Chemical Name:tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane
CAS No.:890016-93-0
Molecular Formula:C₂₆H₄₅IO₄Si
Molecular Weight:576.631
Hs Code.:

Synonyms:tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

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Chemical Property of tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

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Technology Process of tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

There total 13 articles about tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane 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:

: 890016-92-9
(2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 890016-93-0
tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 1.5h;
DOI:10.1021/ol0607241

Reference yield:

: 890016-83-8
(2S,3R)-2-methyl-3-(triisopropylsilyloxy)pentanal

: 890016-93-0
tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 10 steps

1: TiCl₄; (-)-sparteine / CH₂Cl₂; 1-methyl-pyrrolidin-2-one / -20 - 0 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

3: DIBAL / CH₂Cl₂; hexane / -78 °C

4: TiCl₄; ethyldiisopropylamine / CH₂Cl₂; 1-methyl-pyrrolidin-2-one / 0 °C

5: 2,6-lutidine / CH₂Cl₂ / 20 °C

6: LiBH₄ / methanol; tetrahydrofuran / 20 °C

7: I₂; imidazole; PPh₃ / CH₂Cl₂ / 48 h / 20 °C

8: p-TSA / CH₂Cl₂; methanol

9: CSA / CH₂Cl₂; methanol

10: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; lithium borohydride; camphor-10-sulfonic acid; iodine; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; (-)-sparteine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; hexane; dichloromethane;
DOI:10.1021/ol0607241

Reference yield:

: 890017-03-5
(2S,3R,4R,5S,6S,7R)-1-iodo-2,4,6-trimethylnonane-3,5,7-triol

: 890016-93-0
tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: CSA / CH₂Cl₂; methanol

2: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In methanol; dichloromethane;
DOI:10.1021/ol0607241