3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

Base Information

Chemical Name:3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone
CAS No.:81790-54-7
Molecular Formula:C₂₁H₂₈O₃S
Molecular Weight:360.518
Hs Code.:

Synonyms:3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

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Chemical Property of 3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

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Technology Process of 3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

There total 5 articles about 3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone 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: 79.0%

: 81790-53-6
3-(phenylthio)-3-(4,8-dimethylnona-3,7-dienyl)furan-2,4(5H)-dione

: 81790-54-7
3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

Guidance literature:: With sodium tetrahydroborate; In isopropyl alcohol; at 0 ℃; for 5h;
DOI:10.1021/ja00378a023

Reference yield:

: 25644-70-6
methyl 6,10-dimethylundeca-5,9-dienoate

: 81790-54-7
3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 0.5 h, 2.) room temperature, 0.5 h

2: 52 percent / triethylamine / tetrahydrofuran / 18 h

3: 61 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 12 h

4: 83 percent / 1.) triethylamine / CH₂Cl₂ / 5 h / Ambient temperature

5: 79 percent / sodium borohydride / propan-2-ol / 5 h / 0 °C

With sodium tetrahydroborate; triethylamine; 1,5-Diazabicyclo[5.4.0]undec-5-ene; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1021/ja00378a023

Reference yield:

: 81790-40-1
(E)-1-methoxy-1-(trimethylsiloxy)-6,10-dimethylundeca-1,5,9-triene

: 81790-54-7
3-hydroxy-2-(phenylthio)-2-(4,8-dimethylnona-3,7-dienyl)-γ-butyrolactone

Guidance literature:: Multi-step reaction with 4 steps

1: 52 percent / triethylamine / tetrahydrofuran / 18 h

2: 61 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 12 h

3: 83 percent / 1.) triethylamine / CH₂Cl₂ / 5 h / Ambient temperature

4: 79 percent / sodium borohydride / propan-2-ol / 5 h / 0 °C

With sodium tetrahydroborate; triethylamine; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1021/ja00378a023