(3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

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Chemical Name:(3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one
CAS No.:1000052-60-7
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:(3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

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Chemical Property of (3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

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Technology Process of (3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

There total 3 articles about (3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-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: 70.0%

: 1000052-56-1
(2R,4E)-6-(benzyloxy)-2-ethylhex-4-enoic acid

: 1000052-60-7
(3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

Guidance literature:: (2R,4E)-6-(benzyloxy)-2-ethylhex-4-enoic acid; With tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; In Dimethoxymethane; water; acetonitrile; at 20 ℃; for 0.166667h; Aqueous sodium tetraborate buffer;

With Oxone; edetate disodium; potassium carbonate; In Dimethoxymethane; water; acetonitrile; for 5h;

Reference yield:

: 89358-30-5
benzyl (2E)-4-bromobut-2-en-1-yl ether

: 1000052-60-7
(3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / hexane; tetrahydrofuran / 1.25 h / -78 °C / Inert atmosphere

1.2: 5 h / -78 - -40 °C / Inert atmosphere

2.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 13 h / 0 - 20 °C

3.1: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate / acetonitrile / 5 h / 0 °C

With Oxone; Shi's ketone; lithium hydroxide monohydrate; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; hexane; water; acetonitrile; 3.1: |Shi Asymmetric Epoxidation;
DOI:10.1021/ml300168e

Reference yield:

: 1000052-53-8
(4S)-4-benzyl-3-[(2R,4E)-6-(benzyloxy)-2-ethylhex-4-enoyl]-1,3-oxazolidin-2-one

: 1000052-60-7
(3R,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-ethyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 13 h / 0 - 20 °C

2: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate / acetonitrile / 5 h / 0 °C

With Oxone; Shi's ketone; lithium hydroxide monohydrate; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In tetrahydrofuran; water; acetonitrile; 2: |Shi Asymmetric Epoxidation;
DOI:10.1021/ml300168e