methyl-(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-butenoate

Base Information

Chemical Name:methyl-(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-butenoate
CAS No.:939984-87-9
Molecular Formula:C₂₈H₃₆O₈
Molecular Weight:500.589
Hs Code.:

Synonyms:methyl-(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-butenoate

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Chemical Property of methyl-(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-butenoate

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Technology Process of methyl-(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-butenoate

There total 6 articles about methyl-(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-butenoate 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: 88.0%

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

: 88738-78-7
bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

: 939984-87-9
methyl-(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-butenoate

Guidance literature:: bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(4-methoxy-benzyloxy)-{5-[1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-acetaldehyde; In tetrahydrofuran; at -78 ℃; for 4h; Further stages.;
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

: 939984-87-9
methyl-(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-butenoate

Guidance literature:: Multi-step reaction with 2 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

With oxalyl dichloride; 18-crown-6 ether; potassium hexamethylsilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Swern reaction / 2.1: (Z)-Wittig olefination;
DOI:10.1016/j.tet.2007.03.011

Reference yield:

: 939984-85-7
1-(tert-butyl)-[(2R)-2-[(4-methoxybenzyl)oxy]-2-((4R,5S)-5-[(1S)-1-[(4-methoxybenzyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]oxydimethylsilane

: 939984-87-9
methyl-(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-butenoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / TBAF / tetrahydrofuran / 14 h / 20 °C

2.1: 90 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

3.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.5 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 4 h / -78 °C

With oxalyl dichloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 2.1: Swern reaction / 3.1: (Z)-Wittig olefination;
DOI:10.1016/j.tet.2007.03.011