(4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane
CAS No.:1280222-43-6
Molecular Formula:C₂₉H₄₂O₅
Molecular Weight:470.649
Hs Code.:

Synonyms:(4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

There total 12 articles about (4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane 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: 90.0%

: 1280222-45-8
(S)-1-[(1-bromopent-1-yn-3-yloxy)methyl]-4-methoxybenzene

: 1280222-56-1
(4R,5S)-4-ethynyl-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

: 1280222-43-6
(4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With hydroxylamine hydrochloride; N-butylamine; copper(l) chloride; In diethyl ether; water; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo102445h

Reference yield:

: 1280222-54-9
{(3aR,4R,6R,6aS)-6-heptyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl}methanol

: 1280222-43-6
(4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole; tetrachloromethane; triphenylphosphine / 4 h / Reflux; Inert atmosphere

2.1: ammonia; lithium / tetrahydrofuran / 5.33 h / -33 °C / Inert atmosphere

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

3.2: 1 h / 20 °C / Inert atmosphere

4.1: hydroxylamine hydrochloride; N-butylamine; copper(l) chloride / diethyl ether; water / 0.5 h / 20 °C / Inert atmosphere

With 1H-imidazole; tetrachloromethane; hydroxylamine hydrochloride; ammonia; lithium; sodium hydride; N-butylamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; diethyl ether; water; 4.1: Cadiot-Chodkiewicz procedure;
DOI:10.1021/jo102445h

Reference yield:

: 1280222-55-0
(3aS,4S,6R,6aS)-4-(chloromethyl)-6-heptyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

: 1280222-43-6
(4R,5S)-4-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-5-[(R)-1-methoxyoctyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonia; lithium / tetrahydrofuran / 5.33 h / -33 °C / Inert atmosphere

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

2.2: 1 h / 20 °C / Inert atmosphere

3.1: hydroxylamine hydrochloride; N-butylamine; copper(l) chloride / diethyl ether; water / 0.5 h / 20 °C / Inert atmosphere

With hydroxylamine hydrochloride; ammonia; lithium; sodium hydride; N-butylamine; copper(l) chloride; In tetrahydrofuran; diethyl ether; water; 3.1: Cadiot-Chodkiewicz procedure;
DOI:10.1021/jo102445h