(2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

Base Information

Chemical Name:(2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane
CAS No.:440117-03-3
Molecular Formula:C₁₉H₂₂O₆
Molecular Weight:346.38
Hs Code.:

Synonyms:(2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

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Chemical Property of (2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

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Technology Process of (2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

There total 3 articles about (2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-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: 83.0%

: 108-24-7
acetic anhydride

: 440117-01-1
(2R,4S,5R)-4-allyl-2-(4-methoxyphenyl)-5-[(3-hydroxy)prop-1-ynyloxy]-1,3-dioxane

: 440117-03-3
(2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(02)00053-4

Reference yield:

: 220256-94-0
(2R,4S,5R)-4-allyl-2-(4-methoxyphenyl)-[1,3]dioxan-5-ol

: 440117-03-3
(2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 3 steps

1.1: KH / tetrahydrofuran / 1 h / 20 °C

1.2: 81 percent / tetrahydrofuran / 1 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / -78 - -10 °C

2.2: 66 percent / hexane; tetrahydrofuran / 2 h / Heating

3.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

With dmap; n-butyllithium; potassium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(02)00053-4

Reference yield:

: 440116-85-8
(2R,4S,5R)-4-allyl-5-[(E)-1,2-dichlorovinyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

: 440117-03-3
(2R,4S,5R)-4-allyl-5-[(3-acetoxy)prop-1-ynyloxy]-2-(4-methoxyphenyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / -78 - -10 °C

1.2: 66 percent / hexane; tetrahydrofuran / 2 h / Heating

2.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(02)00053-4