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

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-nonanoic acid
CAS No.:220889-47-4
Molecular Formula:C₃₃H₆₀O₇Si₂
Molecular Weight:625.006
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-nonanoic acid

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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-nonanoic acid

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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-nonanoic acid

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

: 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

: 220889-47-4
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1021/jo982108r

Reference yield:

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

: 220889-47-4
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja010454b

Reference yield:

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

: 220889-47-4
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja010454b