tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

Base Information

Chemical Name:tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane
CAS No.:1427556-38-4
Molecular Formula:C₂₅H₄₂Br₂O₄Si
Molecular Weight:594.5
Hs Code.:

Synonyms:tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

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Chemical Property of tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

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Technology Process of tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

There total 10 articles about tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane 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%

: 1427556-36-2
C₂₄H₄₂O₅Si

: 1427556-38-4
tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

Guidance literature:: With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at -10 ℃; Inert atmosphere;
DOI:10.1055/s-0032-1317700

Reference yield:

: 1427556-29-3
(2S,3R)-5-[(4-methoxybenzyl)oxy]-2-methylpentane-1,3-diol

: 1427556-38-4
tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

4.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 2.5 h / -78 - 20 °C / Inert atmosphere

5.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere

5.3: 1.5 h / -78 - 0 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

6.2: Inert atmosphere

7.1: lithium borohydride; methanol / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

8.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 1 h / 0 °C / Inert atmosphere

9.1: triethylamine; carbon tetrabromide; triphenylphosphine / dichloromethane / -10 °C / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; methanol; lithium borohydride; oxalyl dichloride; carbon tetrabromide; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 5.3: |Evans Aldol Reaction;
DOI:10.1055/s-0032-1317700

Reference yield:

: 603994-09-8
(2R,3R)-3-methoxy-5-(4'-methoxybenzyloxy)-2-methylpentanal

: 1427556-38-4
tert-butyl{[(3R,4S,5R,6R)-1,1-dibromo-6-methoxy-8-[(4-methoxybenzyl)oxy]-3,5-dimethyloct-1-en-4-yl]oxy}dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

1.3: 1.5 h / -78 - 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: lithium borohydride; methanol / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 1 h / 0 °C / Inert atmosphere

5.1: triethylamine; carbon tetrabromide; triphenylphosphine / dichloromethane / -10 °C / Inert atmosphere

With 2,6-dimethylpyridine; methanol; lithium borohydride; carbon tetrabromide; di-n-butylboryl trifluoromethanesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1.3: |Evans Aldol Reaction;
DOI:10.1055/s-0032-1317700