(2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

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Chemical Name:(2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane
CAS No.:1404459-49-9
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:

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Chemical Property of (2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

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Technology Process of (2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

There total 6 articles about (2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane 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:

: 1404459-46-6
(2S,3S,10S)-1-(4-methoxybenzyloxy)-2-methyl-7-methylenetridec-11-yne-3,10-diol

: 1404459-11-5
(2S,5S,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

: 1404459-49-9
(2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

Guidance literature:: (2S,3S,10S)-1-(4-methoxybenzyloxy)-2-methyl-7-methylenetridec-11-yne-3,10-diol; With ozone; solvent red 19; In methanol; at -78 ℃; for 0.0166667h;

With dimethylsulfide; In methanol; at 20 ℃; for 3h; Inert atmosphere;

With toluene-4-sulfonic acid; In methanol; for 1h; Overall yield = 91 %; Overall yield = 19.8 mg; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol302751b

Reference yield:

: C₂₃H₄₀O₄Si

: 1404459-11-5
(2S,5S,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

: 1404459-49-9
(2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl-ammonium chloride / dichloromethane / 19 h / pH 8.6

2.1: (-)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine / toluene / -78 - 20 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride; ethanol / tetrahydrofuran; water / 69 h / 20 °C

4.1: ozone; solvent red 19 / methanol / 0.02 h / -78 °C

4.2: 3 h / 20 °C / Inert atmosphere

4.3: 1 h / Inert atmosphere

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; ethanol; (-)-N-methylephedrine; tetrabutyl-ammonium chloride; zinc trifluoromethanesulfonate; ozone; triethylamine; solvent red 19; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/ol302751b

Reference yield:

: 1404459-44-4
(8S,9S,Z)-8-hydroxy-10-(4-methoxybenzyloxy)-9-methyl-4-(trimethylsilylmethylene)decanal

: 1404459-11-5
(2S,5S,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

: 1404459-49-9
(2S,5R,7S)-7-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2-(prop-1-yn-1-yl)-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 3 steps

1.1: (-)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine / toluene / -78 - 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride; ethanol / tetrahydrofuran; water / 69 h / 20 °C

3.1: ozone; solvent red 19 / methanol / 0.02 h / -78 °C

3.2: 3 h / 20 °C / Inert atmosphere

3.3: 1 h / Inert atmosphere

With hydrogenchloride; ethanol; (-)-N-methylephedrine; zinc trifluoromethanesulfonate; ozone; triethylamine; solvent red 19; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/ol302751b