(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

Base Information

Chemical Name:(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane
CAS No.:1456889-96-5
Molecular Formula:C₁₆H₂₁FO₄
Molecular Weight:296.339
Hs Code.:

Synonyms:(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

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Chemical Property of (R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

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Technology Process of (R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

There total 5 articles about (R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane 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: 81.0%

: 1456889-95-4
(2R,3S)-3-(((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)fluoromethyl)oxiran-2-yl)methanol

: 100-39-0
benzyl bromide

: 1456889-96-5
(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

Guidance literature:: (2R,3S)-3-(((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)fluoromethyl)oxiran-2-yl)methanol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.jfluchem.2013.06.003

Reference yield:

: 1456889-92-1
(4S,5R,E)-ethyl 4-fluoro-5,6-dihydroxyhex-2-enoate

: 1456889-96-5
(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: ω-D-camphorsulfinic acid / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / hexane; tetrahydrofuran / 3 h / -78 - 20 °C / Inert atmosphere

3.1: titanium(IV)isopropoxide; tert.-butylhydroperoxide; N,N-Diisopropyltryptamine / dichloromethane / 19.5 h / -25 - -20 °C / Molecular sieve; Inert atmosphere

3.2: 0.25 h / 0 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

4.2: 1 h / 0 °C / Inert atmosphere

With tert.-butylhydroperoxide; N,N-Diisopropyltryptamine; ω-D-camphorsulfinic acid; titanium(IV)isopropoxide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.jfluchem.2013.06.003

Reference yield:

: 1456889-93-2
(S,E)-ethyl 4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-fluorobut-2-enoate

: 1456889-96-5
(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / hexane; tetrahydrofuran / 3 h / -78 - 20 °C / Inert atmosphere

2.1: titanium(IV)isopropoxide; tert.-butylhydroperoxide; N,N-Diisopropyltryptamine / dichloromethane / 19.5 h / -25 - -20 °C / Molecular sieve; Inert atmosphere

2.2: 0.25 h / 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

With tert.-butylhydroperoxide; N,N-Diisopropyltryptamine; titanium(IV)isopropoxide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.jfluchem.2013.06.003