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

Base Information

Chemical Name:((4S,5S)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol
CAS No.:1421050-25-0
Molecular Formula:C₁₉H₂₂O₄
Molecular Weight:314.381
Hs Code.:

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

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

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

There total 4 articles about ((4S,5S)-5-(2-(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: 90.8%

: 1421050-23-8
(4R,5S)-ethyl 5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

: 1421050-25-0
((4S,5S)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 24h;
DOI:10.1021/ol3032126

Reference yield:

: 5896-17-3
2-(phenylmethoxy)benzaldehyde

: 1421050-25-0
((4S,5S)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: potassium hexacyanoferrate(III); hydroquinidein 1,4-phthalazinediyl diether; potassium osmate(VI) dihydrate; potassium carbonate; methanesulfonamide / tert-butyl alcohol; water / 12 h / 0 - 20 °C

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

4.1: lithium borohydride / tetrahydrofuran / 24 h / 0 - 20 °C

With potassium osmate(VI) dihydrate; lithium borohydride; methanesulfonamide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination / 2.1: |Sharpless Dihydroxylation;
DOI:10.1021/ol3032126

Reference yield:

: 1030349-84-8
(2R,3S)-3-(2-benzyloxy-phenyl)-2,3-dihydroxy-propionic acid ethyl ester

: 1421050-25-0
((4S,5S)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

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

2: lithium borohydride / tetrahydrofuran / 24 h / 0 - 20 °C

With lithium borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol3032126