(2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

Base Information

Chemical Name:(2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol
CAS No.:251099-25-9
Molecular Formula:C₂₉H₄₄O₄Si
Molecular Weight:484.751
Hs Code.:

Synonyms:(2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

Chemical Property:

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Technology Process of (2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

There total 30 articles about (2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol 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:

: (R)-2-{(4R,5S,6R)-6-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

: 251099-25-9
(2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

Guidance literature:: With sodium tetrahydroborate;
DOI:10.1021/ja992370x

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 251099-25-9
(2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.29 g / imidazole / dimethylformamide / 4 h / 20 °C

2.1: 99 percent / p-toluenesulfonic acid monohydrate / 0.75 h / 20 °C

3.1: O₃; pyridine / methanol / -78 °C

3.2: Me₂S / methanol / 4 h / -78 - 20 °C

4.1: 1.09 g / NaBH₄ / methanol / 0.5 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; ozone; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja020853m

Reference yield:

: 184528-56-1
(2S,3R,4S)-3,5-O-[bis-(1,1-dimethylethyl)silylene]-2,4-dimethylpropionaldehyde

: 251099-25-9
(2S,3S,4R,5R,6S)-7-(tert-butyldiphenylsilyloxy)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-heptanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / TiCl₄ / CH₂Cl₂ / -78 - -30 °C

2.1: HF*pyridine; pyridine / tetrahydrofuran / 1 h / 0 °C

3.1: 2.29 g / imidazole / dimethylformamide / 4 h / 20 °C

4.1: 99 percent / p-toluenesulfonic acid monohydrate / 0.75 h / 20 °C

5.1: O₃; pyridine / methanol / -78 °C

5.2: Me₂S / methanol / 4 h / -78 - 20 °C

6.1: 1.09 g / NaBH₄ / methanol / 0.5 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; titanium tetrachloride; pyridine hydrogenfluoride; ozone; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja020853m