4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

Base Information

Chemical Name:4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid
CAS No.:1041850-31-0
Molecular Formula:C₂₂H₂₃ClO₅
Molecular Weight:402.875
Hs Code.:

Synonyms:4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

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Chemical Property of 4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

Chemical Property:

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Technology Process of 4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

There total 9 articles about 4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic 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:

: 106427-72-9,106427-87-6,117621-64-4,141991-67-5
(4Z)-6-<(2RS,4RS,5SR)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl>hex-4-enoic acid

: ICI 192605

: 1041850-31-0
4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

Guidance literature:: Purification / work up; Resolution of racemate;

Reference yield:

: 135-02-4
ortho-anisaldehyde

: ICI 192605

: 1041850-31-0
4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine; zinc(II) chloride / dichloromethane / 2 - 20 °C / Industry scale

1.2: 0.08 h / Industry scale

2.1: sulfuric acid / water / 20.5 h / 20 - 60 °C / Industry scale

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.17 h

3.2: 2 h

4.1: diisobutylaluminium hydride / toluene / 5 - 20 °C

5.1: potassium tert-butylate / toluene / 0.5 h / 80 °C

5.2: 1 h / 20 °C

6.1: toluene-4-sulfonic acid / 20 °C

7.1: sodium hydride; ethanethiol / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 2 h / 130 °C

7.2: Cooling with ice-water

8.1: toluene-4-sulfonic acid / toluene / 24 h

9.1: Chiralpak AD-H / n-heptane; trifluoroacetic acid; ethanol / 25 °C / Resolution of racemate

With sulfuric acid; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; triethylamine; 1,1'-carbonyldiimidazole; ethanethiol; zinc(II) chloride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ethanol; n-heptane; dichloromethane; water; toluene; trifluoroacetic acid; 5.1: Wittig Reaction;

Reference yield:

: 117621-06-4,99226-02-5
2-(2-methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid

: ICI 192605

: 1041850-31-0
4(Z)-6-[(2,4,5 cis)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hexenoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sulfuric acid / water / 20.5 h / 20 - 60 °C / Industry scale

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.17 h

2.2: 2 h

3.1: diisobutylaluminium hydride / toluene / 5 - 20 °C

4.1: potassium tert-butylate / toluene / 0.5 h / 80 °C

4.2: 1 h / 20 °C

5.1: toluene-4-sulfonic acid / 20 °C

6.1: sodium hydride; ethanethiol / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 2 h / 130 °C

6.2: Cooling with ice-water

7.1: toluene-4-sulfonic acid / toluene / 24 h

8.1: Chiralpak AD-H / n-heptane; trifluoroacetic acid; ethanol / 25 °C / Resolution of racemate

With sulfuric acid; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; 1,1'-carbonyldiimidazole; ethanethiol; toluene-4-sulfonic acid; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ethanol; n-heptane; water; toluene; trifluoroacetic acid; 4.1: Wittig Reaction;