(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

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 2-trimethylsilanyl-ethyl ester
CAS No.:350493-51-5
Molecular Formula:C₃₈H₇₂O₇Si₃
Molecular Weight:725.242
Hs Code.:

(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

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 2-trimethylsilanyl-ethyl ester

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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 2-trimethylsilanyl-ethyl ester

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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 2-trimethylsilanyl-ethyl ester

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 2-trimethylsilanyl-ethyl ester 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: 75.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 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

: 350493-51-5
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1.5h;
DOI:10.1021/ja010454b

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 350493-51-5
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

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

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

4: 75 percent / Ph₃P; DEAD / tetrahydrofuran / 1.5 h / 0 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 4: Mitsunobu reaction;
DOI:10.1021/ja010454b

Reference yield:

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

: 350493-51-5
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: 75 percent / Ph₃P; DEAD / tetrahydrofuran / 1.5 h / 0 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; triethylamine; diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 5.1: Mitsunobu reaction;
DOI:10.1021/ja010454b