(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

Base Information

Chemical Name:(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal
CAS No.:220889-58-7
Molecular Formula:C₃₃H₆₀O₆Si₂
Molecular Weight:609.007
Hs Code.:

Synonyms:(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

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Chemical Property of (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

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Technology Process of (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

There total 7 articles about (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal 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: 72.0%

: 220889-46-3
(2S,3S,4R,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6,6-tetramethyl-dec-9-en-5-one

: 220889-58-7
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

Guidance literature:: With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/ol990248x

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 220889-58-7
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-Pr₂NH; n-BuLi / tetrahydrofuran; hexane / 0.83 h / -78 °C

1.2: 61 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: 89 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3.1: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 18 h

With sodium periodate; osmium(VIII) oxide; n-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1021/ja010454b

Reference yield:

: 187283-44-9
(5S)-5-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyloct-7en-3-one

: 220889-58-7
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-Pr₂NH; n-BuLi / tetrahydrofuran; hexane / 0.83 h / -78 °C

1.2: 61 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: 89 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3.1: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 18 h

With sodium periodate; osmium(VIII) oxide; n-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1021/ja010454b