(6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

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Chemical Name:(6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone
CAS No.:939984-91-5
Molecular Formula:C₃₁H₃₈O₈
Molecular Weight:538.638
Hs Code.:

Synonyms:(6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

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Chemical Property of (6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

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Technology Process of (6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

There total 11 articles about (6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone 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: 85.0%

: 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

: 939984-91-5
(6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; for 8h; Heating;
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

: 939984-91-5
(6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

Guidance literature:: Multi-step reaction with 6 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

6.1: 85 percent / PhCH=RuCl₂(PCy₃)2 / CH₂Cl₂ / 8 h / Heating

With oxalyl dichloride; 18-crown-6 ether; bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; 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:

: 939984-88-0
(Z,4R)-4-[(4-methoxybenzyl)oxy]-4-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-2-buten-1-ol

: 939984-91-5
(6R)-6-[(Z,3R)-3-[(4-methoxybenzyl)oxy]-3-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-1-propenyl]-5,6-dihydro-2H-2-pyranone

Guidance literature:: Multi-step reaction with 4 steps

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

2: 0.88 g / bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide / CH₂Cl₂ / 36 h / 0 °C

3: 90 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 10 h / 20 °C

4: 85 percent / PhCH=RuCl₂(PCy₃)2 / CH₂Cl₂ / 8 h / Heating

With oxalyl dichloride; bis(((R)-binaphthoxy)(isopropoxy)titanium)oxide; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In dichloromethane; 1: Swern reaction / 2: Maruoka allylation;
DOI:10.1016/j.tet.2007.03.011