(S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

Base Information

Chemical Name:(S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal
CAS No.:1181635-88-0
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:

Synonyms:(S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

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Chemical Property of (S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

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Technology Process of (S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

There total 4 articles about (S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal 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: 77.0%

: 1181635-86-8
(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

: 1181635-88-0
(S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

Guidance literature:: (4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane; With oxygen; ozone; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; at -78 - 25 ℃;
DOI:10.1021/ol901480s

Reference yield:

: 1181635-76-6
1-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethanone

: 1181635-88-0
(S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: iodine; magnesium / tetrahydrofuran / Reflux; Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 12 h / 0 - 25 °C

3.1: oxygen; ozone / dichloromethane / -78 °C

3.2: -78 - 25 °C

With iodine; oxygen; sodium hydride; ozone; magnesium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol901480s

Reference yield:

: 1181635-77-7
(R)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

: 1181635-88-0
(S)-2-((4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-methoxybenzyloxy)propanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 12 h / 0 - 25 °C

2.1: oxygen; ozone / dichloromethane / -78 °C

2.2: -78 - 25 °C

With oxygen; sodium hydride; ozone; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol901480s