((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Base Information

Chemical Name:((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate
CAS No.:1458024-16-2
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

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Chemical Property of ((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

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Technology Process of ((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

There total 4 articles about ((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate 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: 72.0%

: ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate

: 1458024-16-2
((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate; With acetic acid; In dichloromethane; at 20 ℃; for 18h;

In dichloromethane; toluene; at 50 ℃; for 12h; regioselective reaction;
DOI:10.1016/j.tetlet.2013.08.040

Reference yield:

: 1082763-51-6
(E)-ethyl 3-((S)-1-((R)-1-phenylethyl)aziridin-2-yl)acrylate

: 1458024-16-2
((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 12 h / 0 - 20 °C

2.1: acetic acid / dichloromethane / 18 h / 20 °C

2.2: 12 h / 50 °C

With osmium(VIII) oxide; acetic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2013.08.040

Reference yield:

: 173034-70-3
(1R,2R)-1-(α-methylbenzyl)-2-(hydroxymethyl)aziridine

: 1458024-16-2
((R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium carbonate / ethanol / 8 h / 20 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 12 h / 0 - 20 °C

4.1: acetic acid / dichloromethane / 18 h / 20 °C

4.2: 12 h / 50 °C

With osmium(VIII) oxide; oxalyl dichloride; potassium carbonate; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; dichloromethane; water; 1.2: |Swern Oxidation / 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2013.08.040