(Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

Base Information

Chemical Name:(Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate
CAS No.:939984-90-4
Molecular Formula:C₃₃H₄₂O₈
Molecular Weight:566.692
Hs Code.:

Synonyms:(Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

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Chemical Property of (Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

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Technology Process of (Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

There total 10 articles about (Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate 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%

: (5Z,7R)-7-[(4-methoxybenzyl)oxy]-7-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1,5-heptadien-4-ol

: 814-68-6,25189-84-8
acryloyl chloride

: 939984-90-4
(Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 10h;
DOI:10.1016/j.tet.2007.03.011

Reference yield:

: (4-methoxy-benzyloxy)-{5-[1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-acetaldehyde

: 939984-90-4
(Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 88 percent / tetrahydrofuran / 4 h / -78 °C

2.1: 95 percent / DIBAL-H / diethyl ether; toluene / 6 h / 0 °C

3.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

4.1: 0.88 g / bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide / CH₂Cl₂ / 36 h / 0 °C

5.1: 90 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 10 h / 20 °C

With oxalyl dichloride; 18-crown-6 ether; bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.1: (Z)-Wittig olefination / 3.1: Swern reaction / 4.1: Maruoka allylation;
DOI:10.1016/j.tet.2007.03.011

Reference yield:

: 939984-86-8
(2R)-2-[(4-methoxybenzyl)oxy]-2-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

: 939984-90-4
(Z,4R)-1-allyl-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-butenyl acrylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

2.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 88 percent / tetrahydrofuran / 4 h / -78 °C

3.1: 95 percent / DIBAL-H / diethyl ether; toluene / 6 h / 0 °C

4.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

5.1: 0.88 g / bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide / CH₂Cl₂ / 36 h / 0 °C

6.1: 90 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 10 h / 20 °C

With oxalyl dichloride; 18-crown-6 ether; bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.1: Swern reaction / 2.1: (Z)-Wittig olefination / 4.1: Swern reaction / 5.1: Maruoka allylation;
DOI:10.1016/j.tet.2007.03.011