(4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane

Base Information

Chemical Name:(4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane
CAS No.:88981-40-2
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:(4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane

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Chemical Property of (4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane

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Technology Process of (4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane

There total 12 articles about (4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-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: 98.0%

: 88981-39-9,110043-75-9
(2S,4R)-1-Benzyloxy-5-(S)-oxiranyl-pentane-2,4-diol

: 77-76-9
2,2-dimethoxy-propane

: 88981-40-2,110043-76-0
(4R,6R)-4-Benzyloxymethyl-2,2-dimethyl-6-(S)-1-oxiranylmethyl-[1,3]dioxane

Guidance literature:: With pyridinium p-toluenesulfonate;
DOI:10.1016/S0040-4039(00)85073-X

Reference yield: 85.0%

: 88981-39-9
(2S,4R)-1-(benzyloxy)-5-((R)-oxiran-2-yl)pentane-2,4-diol

: 77-76-9
2,2-dimethoxy-propane

: 88981-40-2
(4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ol403566w

Reference yield:

: 1536054-03-1
tert-butyl (4S,6S)-6,7-dihydroxyhept-1-en-4-yl carbonate

: 88981-40-2
(4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium iodide; potassium carbonate; 3,3-dimethyl-2,2-diphenyl-1,3,2-oxazaborolidin-3-ium-2-uide / acetonitrile / 48 h / 60 °C / Inert atmosphere

2.1: N-iodo-succinimide / acetonitrile / 16 h / -40 - 0 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: pyridinium p-toluenesulfonate / dichloromethane / 14 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; 3,3-dimethyl-2,2-diphenyl-1,3,2-oxazaborolidin-3-ium-2-uide; pyridinium p-toluenesulfonate; potassium carbonate; potassium iodide; In dichloromethane; acetonitrile;
DOI:10.1021/ol403566w