(3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Base Information

Chemical Name:(3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one
CAS No.:210160-17-1
Molecular Formula:C₁₄H₁₆O₃S
Molecular Weight:264.345
Hs Code.:

Synonyms:(3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

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Chemical Property of (3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

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Technology Process of (3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

There total 3 articles about (3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-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: 91.0%

: 191993-23-4
(3RS,5S)-3-(3'-hydroxypropyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

: 210160-17-1
(3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/S0040-4020(98)00285-3

Reference yield:

: 184435-75-4
(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

: 210160-17-1
(3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaHMDS / tetrahydrofuran; toluene / 0.5 h / 0 °C

1.2: 89 percent / tetrahydrofuran; toluene; hexamethylphosphoric acid triamide / 6 h / 0 - 20 °C

2.1: 96 percent / p-TsOH*H₂O / methanol / 8 h / 20 °C

3.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 5 h / 20 °C

With sodium hexamethyldisilazane; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: deprotection / 3.1: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(98)00285-3

Reference yield:

: 191993-41-6
(3RS,5S)-3-[3'-(tetrahydro-2-pyranyloxy)propyl]-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

: 210160-17-1
(3RS,5S)-3-(2'-formylethyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / p-TsOH*H₂O / methanol / 8 h / 20 °C

2: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 5 h / 20 °C

With Dess-Martin periodane; toluene-4-sulfonic acid; In methanol; dichloromethane; 1: deprotection / 2: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(98)00285-3