(2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

Base Information

Chemical Name:(2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane
CAS No.:449174-10-1
Molecular Formula:C₃₆H₅₈O₆Si
Molecular Weight:614.938
Hs Code.:

Synonyms:(2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

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Chemical Property of (2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

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Technology Process of (2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

There total 8 articles about (2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane 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: 82.0%

: 449174-08-7
(2R,3R,4S,5S,6R,7S)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-nonane-3,5-diol

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

: 449174-10-1
(2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol026046+

Reference yield:

: 213385-33-2
(R)-1-((4-methoxybenzyl)oxy)-2-methylpentan-3-one

: 449174-10-1
(2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

Guidance literature:: Multi-step reaction with 4 steps

1.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / 0 °C

1.2: 350 mg / diethyl ether / -78 - -27 °C

2.1: 36 percent / SmI₂ / tetrahydrofuran / -20 - 0 °C

3.1: 47 percent / LiBH₄ / tetrahydrofuran / 16 h / 20 °C

4.1: 82 percent / PPTS / CH₂Cl₂ / 16 h / 20 °C

With lithium borohydride; samarium diiodide; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol026046+

Reference yield:

: 449174-22-5
(2R,3RS)-3-(benzyloxy-diisopropyl-silanyloxy)-2-methyl-pentan-1-ol

: 449174-10-1
(2R,3R,4S,5S,6R,7S)-3,5-isopropylidendioxy-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethylnonane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / 0 °C

2.2: 350 mg / diethyl ether / -78 - -27 °C

3.1: 36 percent / SmI₂ / tetrahydrofuran / -20 - 0 °C

4.1: 47 percent / LiBH₄ / tetrahydrofuran / 16 h / 20 °C

5.1: 82 percent / PPTS / CH₂Cl₂ / 16 h / 20 °C

With lithium borohydride; samarium diiodide; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Dess-Martin oxidation reaction;
DOI:10.1021/ol026046+