((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Base Information

Chemical Name:((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol
CAS No.:1346679-78-4
Molecular Formula:C₁₉H₂₂O₄
Molecular Weight:314.381
Hs Code.:

Synonyms:((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

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Chemical Property of ((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

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Technology Process of ((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

There total 6 articles about ((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 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: 92.0%

: 1346679-74-0
(4R,5S)-ethyl 5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

: 1346679-78-4
((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Guidance literature:: (4R,5S)-ethyl 5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 3.33333h; Inert atmosphere;

With water; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.09.043

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 1346679-78-4
((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene / 4 h / Inert atmosphere; Reflux

2.1: AD-mix-α; methanesulfonamide; water / tert-butyl alcohol / 24 h / 0 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.33 h / 0 - 20 °C / Inert atmosphere

4.2: 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; methanesulfonamide; AD-mix-α; water; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol; 1.1: Wittig reaction / 2.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetlet.2011.09.043

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1346679-78-4
((4S,5S)-5-(4-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 60 °C / Inert atmosphere

2.1: toluene / 4 h / Inert atmosphere; Reflux

3.1: AD-mix-α; methanesulfonamide; water / tert-butyl alcohol / 24 h / 0 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.33 h / 0 - 20 °C / Inert atmosphere

5.2: 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; methanesulfonamide; AD-mix-α; water; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2.1: Wittig reaction / 3.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetlet.2011.09.043