(S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

Base Information

Chemical Name:(S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol
CAS No.:1280222-60-7
Molecular Formula:C₂₈H₄₀O₅
Molecular Weight:456.623
Hs Code.:

Synonyms:(S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

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Chemical Property of (S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

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Technology Process of (S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

There total 11 articles about (S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol 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: 92.0%

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

: 1280222-59-4
(S)-1-[(4S,5R)-5-ethynyl-2,2-dimethyl-1,3-dioxolan-4-yl]octan-1-ol

: 1280222-60-7
(S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

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:

: 1280222-50-5
(S)-1-methoxy-4-[(pent-1-yn-3-yloxy)methyl]benzene

: 1280222-60-7
(S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide; silver nitrate / acetone / 1 h / 20 °C / Inert atmosphere

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

With N-Bromosuccinimide; hydroxylamine hydrochloride; silver nitrate; N-butylamine; copper(l) chloride; In diethyl ether; water; acetone; 2: Cadiot-Chodkiewicz procedure;
DOI:10.1021/jo102445h

Reference yield:

: 1280222-57-2
{(3aR,4R,6S,6aS)-6-heptyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl}methanol

: 1280222-60-7
(S)-1-{(4S,5R)-5-[(S)-5-(4-methoxybenzyloxy)hepta-1,3-diynyl]-2,2-dimethyl-1,3-dioxolan-4-yl}octan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 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; N-butylamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; diethyl ether; water; 1: Cadiot-Chodkiewicz procedure / 3: Cadiot-Chodkiewicz procedure;
DOI:10.1021/jo102445h