(E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Base Information

Chemical Name:(E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one
CAS No.:885323-66-0
Molecular Formula:C₁₉H₂₅IO₂S
Molecular Weight:444.377
Hs Code.:

Synonyms:(E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

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Chemical Property of (E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

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Technology Process of (E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

There total 9 articles about (E,3RS,5S)-3-(8'-iodooct-7'-enyl)-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: 45.0%

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

: 158664-40-5
(E)-1,8-diiodooct-1-ene

: 885323-66-0
(E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Guidance literature:: (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one; With sodium hexamethyldisilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.333333h;

(E)-1,8-diiodooct-1-ene; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; toluene; at 0 - 23 ℃;
DOI:10.1016/j.bmc.2005.12.015

Reference yield:

: 1027299-13-3
Toluene-4-sulfonic acid (E)-8-iodo-oct-7-enyl ester

: 885323-66-0
(E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.15 g / NaI / acetone / 6 h

2.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.33 h / 0 °C

2.2: 45 percent / hexamethylphosphoric triamide / tetrahydrofuran; toluene / 0 - 23 °C

With sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; acetone; toluene;
DOI:10.1016/j.bmc.2005.12.015

Reference yield:

: 28659-22-5
6-(tetrahydro-2H-pyranyloxy)hexan-1-ol

: 885323-66-0
(E,3RS,5S)-3-(8'-iodooct-7'-enyl)-5-methyl-3-(phenylsulfanyl)tetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine

2.1: NaI; NaHCO₃ / acetone

3.1: 83 percent / dimethylsulfoxide

4.1: bis(cyclopentadienyl)zirconium chloride hydride / tetrahydrofuran / 2 h / 20 °C

4.2: iodine / tetrahydrofuran / 1 h / 20 °C

4.3: 81 percent / HCl / methanol / 5 h

5.1: pyridine / 0 - 20 °C

6.1: 1.15 g / NaI / acetone / 6 h

7.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.33 h / 0 °C

7.2: 45 percent / hexamethylphosphoric triamide / tetrahydrofuran; toluene / 0 - 23 °C

With pyridine; Schwartz's reagent; sodium hexamethyldisilazane; sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; dimethyl sulfoxide; acetone; toluene;
DOI:10.1016/j.bmc.2005.12.015