(4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

Base Information

Chemical Name:(4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane
CAS No.:1632042-35-3
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:(4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

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Chemical Property of (4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

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Technology Process of (4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

There total 5 articles about (4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-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: 86.0%

: 3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

: 1632042-35-3
(4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

Guidance literature:: 3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde; With sodium tetrahydroborate; sodium persulfate; (2S,5R)‐2‐(tert‐butyl)‐3,5‐dimethylimidazolidin‐4‐one trifluoroacetate; copper(II) trifluoroacetate hydrate name...; lithium chloride; In acetonitrile; at 0 ℃; for 0.25h;

With potassium hydroxide; In acetonitrile; at 20 ℃; for 0.5h; stereoselective reaction;
DOI:10.1055/s-0033-1340348

Reference yield:

: 78469-77-9,81076-11-1,128820-40-6,78513-03-8
(4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane

: 1632042-35-3
(4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane

2.1: dichloromethane

3.1: diisobutylaluminium hydride / dichloromethane / 1.5 h / 0 °C

4.1: hydrogen; triethylamine; 10 wt% Pd(OH)2 on carbon / benzene / 20 °C

5.1: lithium chloride; sodium persulfate; sodium tetrahydroborate; copper(II) trifluoroacetate hydrate name...; (2S,5R)‐2‐(tert‐butyl)‐3,5‐dimethylimidazolidin‐4‐one trifluoroacetate / acetonitrile / 0.25 h / 0 °C

5.2: 0.5 h / 20 °C

With sodium tetrahydroborate; sodium persulfate; tetrapropylammonium perruthennate; 10 wt% Pd(OH)2 on carbon; (2S,5R)‐2‐(tert‐butyl)‐3,5‐dimethylimidazolidin‐4‐one trifluoroacetate; hydrogen; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; copper(II) trifluoroacetate hydrate name...; lithium chloride; In dichloromethane; acetonitrile; benzene; 2.1: |Wittig Olefination;
DOI:10.1055/s-0033-1340348

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 1632042-35-3
(4S,5S)-4-((benzyloxy)methyl)-2,2-dimethyl-5-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane

2.1: diisobutylaluminium hydride / dichloromethane / 1.5 h / 0 °C

3.1: hydrogen; triethylamine; 10 wt% Pd(OH)2 on carbon / benzene / 20 °C

4.1: lithium chloride; sodium persulfate; sodium tetrahydroborate; copper(II) trifluoroacetate hydrate name...; (2S,5R)‐2‐(tert‐butyl)‐3,5‐dimethylimidazolidin‐4‐one trifluoroacetate / acetonitrile / 0.25 h / 0 °C

4.2: 0.5 h / 20 °C

With sodium tetrahydroborate; sodium persulfate; 10 wt% Pd(OH)2 on carbon; (2S,5R)‐2‐(tert‐butyl)‐3,5‐dimethylimidazolidin‐4‐one trifluoroacetate; hydrogen; diisobutylaluminium hydride; triethylamine; copper(II) trifluoroacetate hydrate name...; lithium chloride; In dichloromethane; acetonitrile; benzene; 1.1: |Wittig Olefination;
DOI:10.1055/s-0033-1340348