3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

Base Information

Chemical Name:3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])
CAS No.:1393601-84-7
Molecular Formula:C₃₃H₄₄O₄
Molecular Weight:504.71
Hs Code.:

Synonyms:3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

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Chemical Property of 3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

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Technology Process of 3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

There total 8 articles about 3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-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: 80.0%

: 1393601-82-5
3-O-benzyl-estra-1,3,5(10)-trien-3,7α-diol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

: 107-08-4
1-iodo-propane

: 1393601-84-7
3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 20h; Reflux;
DOI:10.1016/j.steroids.2012.05.004

Reference yield:

: 1393601-79-0
3-O-benzyl-estra-1,3,5⁽¹⁰⁾-triene-3,6-diol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

: 1393601-84-7
3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

Guidance literature:: Multi-step reaction with 4 steps

1: 2,2-Dimethyl-1,3-propanediol; toluene-4-sulfonic acid / benzene / 4 h / Reflux

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 - 20 °C / pH 8

3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

4: sodium hydride / tetrahydrofuran / 20 h / Reflux

With lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; 2,2-Dimethyl-1,3-propanediol; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/j.steroids.2012.05.004

Reference yield:

: 1393601-78-9
3-O-benzyl-6-oxoestra-1,3,5⁽¹⁰⁾-triene-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

: 1393601-84-7
3-O-benzyl-7α-propoxyestra-1,3,5(10)-trien-3-ol-17-one-17,17-(2'-[5',5'-dimethyl-1',3'-dioxane])

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate; methanol / diethyl ether / 1 h / 0 - 20 °C

2: 2,2-Dimethyl-1,3-propanediol; toluene-4-sulfonic acid / benzene / 4 h / Reflux

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 - 20 °C / pH 8

4: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

5: sodium hydride / tetrahydrofuran / 20 h / Reflux

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; 2,2-Dimethyl-1,3-propanediol; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/j.steroids.2012.05.004