(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one
CAS No.:1258303-45-5
Molecular Formula:C₃₁H₅₂O₃SSi
Molecular Weight:532.904
Hs Code.:

Synonyms:(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

There total 3 articles about (5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-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: 73.0%

: 1258303-48-8
C₂₁H₄₁F₃O₄SSi

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

: 1258303-45-5
(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

Guidance literature:: (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.166667h; Inert atmosphere;

C₂₁H₄₁F₃O₄SSi; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1002/ejoc.201000875

Reference yield:

: C₂₀H₄₁IOSi

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

: 1258303-45-5
(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

: (5S)-3-{(S)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

Guidance literature:: (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

C₂₀H₄₁IOSi; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at 0 - 20 ℃; Overall yield = 74 %; Overall yield = 210 mg; Inert atmosphere;
DOI:10.1002/ejoc.201300767

Reference yield:

: C₂₇H₄₈O₄SSi

: 1258303-45-5
(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium iodide / acetone / 65 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; acetone;
DOI:10.1002/ejoc.201300767