2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

Base Information

Chemical Name:2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid
CAS No.:1421257-51-3
Molecular Formula:C₁₄H₁₅ClO₅
Molecular Weight:298.723
Hs Code.:

Synonyms:2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

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Chemical Property of 2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

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Technology Process of 2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

There total 4 articles about 2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid 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: 97.0%

: (2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-ol

: 79-08-3
bromoacetic acid

: 1421257-51-3
2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

Guidance literature:: (2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-ol; With sodium hydride; In 1,4-dioxane; mineral oil; at 22 - 60 ℃;

bromoacetic acid; In 1,4-dioxane; mineral oil; at 60 ℃; for 11h;
DOI:10.1016/j.tet.2016.12.041

Reference yield:

: 4205-23-6
D-gulose

: 3395-81-1
4-chlorobenzaldehyde dimethyl acetal

: 1779-49-3
Methyltriphenylphosphonium bromide

: 79-08-3
bromoacetic acid

: 1421257-51-3
2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

Guidance literature:: D-gulose; 4-chlorobenzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; under 200 Torr;

With sodium periodate; In methanol; aq. phosphate buffer; at 50 ℃; pH=7;

Methyltriphenylphosphonium bromide; bromoacetic acid; Further stages;
DOI:10.1016/j.tetlet.2012.12.001

Reference yield:

: (2R,4aR,7R,8R,8aS)-2-(4-chlorophenyl)hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol

: 1421257-51-3
2-(((2R,4S,5R)-2-(4-chlorophenyl)-4-vinyl-1,3-dioxan-5-yl)oxy)acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium periodate / methanol; aq. phosphate buffer / 1.5 h / 21 - 50 °C / pH 7

2.1: potassium tert-butylate / tetrahydrofuran / 1 h / 21 °C

2.2: 17 h / 0 - 21 °C

3.1: sodium hydride / mineral oil; 1,4-dioxane / 22 - 60 °C

3.2: 11 h / 60 °C

With sodium periodate; potassium tert-butylate; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; aq. phosphate buffer; mineral oil; 2.2: |Wittig Olefination;
DOI:10.1016/j.tet.2016.12.041