ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

Base Information

Chemical Name:ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate
CAS No.:439143-40-5
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

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Chemical Property of ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

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Technology Process of ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

There total 6 articles about ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate 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: 99.0%

: 131489-39-9
1-<(trimethylsilyl)oxy>-1-ethoxy-3-methyl-1,3-butadiene

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 439143-40-5
ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

Guidance literature:: 1-<(trimethylsilyl)oxy>-1-ethoxy-3-methyl-1,3-butadiene; p-methoxybenzyloxyacetaldehyde; In dichloromethane; at -78 ℃;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; Further stages.;
DOI:10.1016/j.tet.2008.02.001

Reference yield:

: 131489-39-9
1-<(trimethylsilyl)oxy>-1-ethoxy-3-methyl-1,3-butadiene

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 439143-40-5
ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

: 439143-57-4
ethyl (2E)-(5S)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

Guidance literature:: With silver hexafluoroantimonate; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; copper dichloride; In dichloromethane; at -78 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1002/anie.200500564

Reference yield:

: 1-(((E)-4-(4-methoxybenzyloxy)but-2-enyloxy)methyl)-4-methoxybenzene

: 439143-40-5
ethyl (2E)-(5R)-5-hydroxy-6-[(4-methoxyphenyl)-methoxy]-3-methylhex-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: AD-mix-α; H2O / 2-methyl-propan-2-ol / 0 - 20 °C

2: 1.44 g / sodium periodate/SiO₂ / CH₂Cl₂ / 0.5 h

3: 6-bis[(4R)-4-phenyl-2-oxazolin-2-yl]pyridine; CuCl₂; AgSbF₆ / CH₂Cl₂ / 4 h / -78 °C

With sodium periodate; AD-mix-α; silver hexafluoroantimonate; water; silica gel; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; copper dichloride; In dichloromethane; tert-butyl alcohol;
DOI:10.1002/anie.200500564