(4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

Base Information

Chemical Name:(4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane
CAS No.:1428899-21-1
Molecular Formula:C₂₉H₃₂O₃
Molecular Weight:428.571
Hs Code.:

Synonyms:(4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

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Chemical Property of (4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

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Technology Process of (4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

There total 21 articles about (4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane 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: 78.0%

: 1428899-27-7
(4S,6R)-2,2-dimethyl-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxan-4-carboxaldehyde

: 1449-46-3
benzyltriphenylphosphonium bromide

: 1428899-21-1
(4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

: (4S,6R)-2,2-dimethyl-4-[(1Z)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

Guidance literature:: benzyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

(4S,6R)-2,2-dimethyl-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxan-4-carboxaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 4h;
DOI:10.1002/hlca.201200165

Reference yield:

: C₂₃H₂₈O₅S

: 120186-59-6
(4-(benzyloxy)phenyl)magnesium bromide

: 1428899-21-1
(4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

Guidance literature:: With copper(l) iodide; lithium chloride; In tetrahydrofuran; at 20 ℃; for 2h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/hlca.201500189

Reference yield:

: C₂₁H₃₈O₄Si₂

: 1428899-21-1
(4S,6R)-2,2-dimethyl-4-[(1E)-2-phenylethenyl]-6-{2-[4-(phenylmethoxy)phenyl]ethyl}-1,3-dioxane

Guidance literature:: Multi-step reaction with 6 steps

1: pyridinium p-toluenesulfonate / methanol / 2 h / 20 °C

2: tetramethylammonium triacetoxyborohydride; acetic acid / acetonitrile / 3 h / -40 - 20 °C

3: pyridinium p-toluenesulfonate / dichloromethane / 4 h / 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

5: triethylamine; dmap / dichloromethane / 1 h / 0 - 25 °C

6: lithium chloride; copper(l) iodide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With dmap; copper(l) iodide; lithium aluminium tetrahydride; tetramethylammonium triacetoxyborohydride; pyridinium p-toluenesulfonate; acetic acid; triethylamine; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/hlca.201500189