(3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

Base Information

Chemical Name:(3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate
CAS No.:1399679-83-4
Molecular Formula:C₃₃H₆₀O₆Si₂
Molecular Weight:609.007
Hs Code.:

Synonyms:(3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

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Chemical Property of (3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

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Technology Process of (3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

There total 7 articles about (3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate 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: 93.0%

: 1399680-21-7
(3R,6R,7S)-tert-butyl 3-hydroxy-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1399679-83-4
(3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; Inert atmosphere;
DOI:10.1021/ol301886g

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 1399679-83-4
(3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: phosphorus tribromide / diethyl ether / 2 h / 0 °C

2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; mineral oil / 0 - 23 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 4 h / 0 - 23 °C / Inert atmosphere

5.1: sodium tetrahydroborate / tetrahydrofuran / -20 °C

6.1: 1H-imidazole; dmap / dichloromethane / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; mineral oil;
DOI:10.1021/ol301886g

Reference yield:

: 922-65-6
divinylcarbinol

: 1399679-83-4
(3R,6R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-((triethylsilyl)oxy)non-8-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 36 h / -40 °C / Inert atmosphere; Molecular sieve

2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; mineral oil / 0 - 23 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 4 h / 0 - 23 °C / Inert atmosphere

5.1: sodium tetrahydroborate; L-Tartaric acid / tetrahydrofuran / 48 h / -20 °C / Reflux

6.1: 1H-imidazole; dmap / dichloromethane / Inert atmosphere

With 1H-imidazole; titanium(IV) isopropylate; dmap; sodium tetrahydroborate; L-Tartaric acid; L-(+)-diisopropyl tartrate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/ol301886g