(±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

Base Information

Chemical Name:(±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate
CAS No.:1440959-45-4
Molecular Formula:C₂₄H₃₉BrO₅Si
Molecular Weight:515.56
Hs Code.:

Synonyms:(±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

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Chemical Property of (±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

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Technology Process of (±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

There total 5 articles about (±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate 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: 91.0%

: 1440959-44-3
(±)-7-(benzyloxy)-5-((triethylsilyl)oxy)heptanal

: 199384-57-1
methyl ((2-bromo-1-methoxyprop-1-en-1-yl)oxy)trimethylsilane

: 1440959-45-4
(±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

Guidance literature:: (±)-7-(benzyloxy)-5-((triethylsilyl)oxy)heptanal; methyl ((2-bromo-1-methoxyprop-1-en-1-yl)oxy)trimethylsilane; With magnesium bromide ethyl etherate; In dichloromethane; at -40 ℃; for 1h; Inert atmosphere;

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo400721e

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1440959-45-4
(±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; hexane / -40 °C / Inert atmosphere

3.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.1: magnesium bromide ethyl etherate / dichloromethane / 1 h / -40 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; sulfur trioxide pyridine complex; diisobutylaluminium hydride; magnesium bromide ethyl etherate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane;
DOI:10.1021/jo400721e

Reference yield:

: 1440959-42-1
(±)-methyl 7-(benzyloxy)-5-((triethylsilyl)oxy)heptanoate

: 1440959-45-4
(±)-methyl 9-(benzyloxy)-2-bromo-2-methyl-3-oxo-7-((triethylsilyl)oxy)nonanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / dichloromethane; hexane / -40 °C / Inert atmosphere

2.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.1: magnesium bromide ethyl etherate / dichloromethane / 1 h / -40 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

With sulfur trioxide pyridine complex; diisobutylaluminium hydride; magnesium bromide ethyl etherate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane;
DOI:10.1021/jo400721e