(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane
CAS No.:639006-78-3
Molecular Formula:C₃₆H₅₀O₅Si
Molecular Weight:590.875
Hs Code.:

Synonyms:(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

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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 (2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

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Technology Process of (2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

There total 4 articles about (2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane 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%

: 77-76-9
2,2-dimethoxy-propane

: 639006-77-2
(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-6-(4-methoxybenzyloxy)-2,4-dimethyl-3,5-heptanediol

: 639006-78-3
(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol035874f

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 639006-78-3
(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ti(i-PrO)4; TiCl₄; i-Pr₂NEt / CH₂Cl₂ / 1.5 h / -78 °C

1.2: 82 percent / CH₂Cl₂ / 2 h / -78 °C

2.1: 92 percent / (Me₄N)HB(OAc)3 / acetonitrile; acetic acid / -40 - 0 °C

3.1: 92 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With titanium(IV) isopropylate; pyridinium p-toluenesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ol035874f

Reference yield:

: 312538-65-1
(S)-2-p-Methoxybenzyloxy-3-pentanone

: 639006-78-3
(2R,3R,4S,5S,6S)-1-tert-butyldiphenylsilyloxy-3,5-isopropylidenedioxy-6-(4-methoxybenzyloxy)-2,4-dimethylheptane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ti(i-PrO)4; TiCl₄; i-Pr₂NEt / CH₂Cl₂ / 1.5 h / -78 °C

1.2: 82 percent / CH₂Cl₂ / 2 h / -78 °C

2.1: 92 percent / (Me₄N)HB(OAc)3 / acetonitrile; acetic acid / -40 - 0 °C

3.1: 92 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With titanium(IV) isopropylate; pyridinium p-toluenesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ol035874f