(R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

Base Information

Chemical Name:(R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one
CAS No.:1347738-52-6
Molecular Formula:C₂₄H₂₇NO₆
Molecular Weight:425.481
Hs Code.:

Synonyms:(R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

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Chemical Property of (R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

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Technology Process of (R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

There total 4 articles about (R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one 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: 87.0%

: 1347738-48-0
(S)-3-((benzyloxy)methyl)-5-oxo-5-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)pentanal

: 107-21-1
ethylene glycol

: 1347738-52-6
(R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jo201988m

Reference yield:

: C₂₀H₁₉NO₄

: 1347738-52-6
(R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium tetrachloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 18 h / 20 °C

3.1: sodium periodate / water; acetone; tert-butyl alcohol / 1 h / 20 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; water; titanium tetrachloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In dichloromethane; water; acetone; tert-butyl alcohol; 1.1: Michael addition / 1.2: Michael addition;
DOI:10.1021/jo201988m

Reference yield:

: 1347738-32-2
(R)-3-((S)-3-((benzyloxy)methyl)hex-5-enoyl)-4-phenyl-1,3-oxazolidin-2-one

: 1347738-52-6
(R)-3-((S)-3-(1,3-dioxolan-2-yl)methyl-4-(benzyloxy)butanoyl)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 18 h / 20 °C

2: sodium periodate / water; acetone; tert-butyl alcohol / 1 h / 20 °C

3: toluene-4-sulfonic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; water; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/jo201988m