(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

Base Information

Chemical Name:(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one
CAS No.:628687-63-8
Molecular Formula:C₂₈H₄₂O₅S
Molecular Weight:490.704
Hs Code.:

Synonyms:(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

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Chemical Property of (5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

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Technology Process of (5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

There total 14 articles about (5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-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: 87.0%

: 628687-62-7
(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridec-6-en-8-ynyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

: 628687-63-8
(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

Guidance literature:: With RhCl(PPh₃)3; hydrogen; In methanol; benzene; for 24h;
DOI:10.1016/j.tetlet.2003.08.088

Reference yield:

: 66927-75-1
8-(trimethylsilyl)-1-octen-7-yn-3-ol

: 628687-63-8
(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / propionic acid / 2 h / 180 °C

2: 62 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

3: 73 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 0 °C

4: 67 percent / Et₃N; CuI / Pd(PPh₃)2Cl₂ / 24 h / 20 °C

5: 81 percent / hydrogen / chlorotris(triphenylphosphine)rhodium(I) / benzene; methanol / 24 h / 20 °C / 760 Torr

With AD-mix-α; copper(l) iodide; methanesulfonamide; tetrabutyl ammonium fluoride; hydrogen; propionic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; Wilkinson's catalyst; In tetrahydrofuran; methanol; water; tert-butyl alcohol; benzene;
DOI:10.1016/j.bmc.2005.05.050

Reference yield:

: 628687-61-6
(R)-5-methyl-3-phenylthio-3H-dihydrofuran-2-one

: 628687-63-8
(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 75 percent / hexamethylphosphoric triamide / tetrahydrofuran / 2 h / Heating

2.1: 67 percent / Et₃N; CuI / Pd(PPh₃)2Cl₂ / 24 h / 20 °C

3.1: 81 percent / hydrogen / chlorotris(triphenylphosphine)rhodium(I) / benzene; methanol / 24 h / 20 °C / 760 Torr

With copper(l) iodide; hydrogen; triethylamine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; Wilkinson's catalyst; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/j.bmc.2005.05.050