16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester

Base Information

• Chemical Name: 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester
• CAS No.: 59739-48-9
• Molecular Formula: C₂₅H₃₈O₆S
• Molecular Weight: 466.639

Synonyms:16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester

Chemical Property of 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester

Chemical Property:

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Technology Process of 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester

There total 3 articles about 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester 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: 70.0%

16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F2α 9-acetate methyl ester 11-(tetrahydropyran-2-yl ether) (73285-81-1) → 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F2α 9-acetate methyl ester (59739-48-9)

Guidance literature:

With acetic acid; In tetrahydrofuran; at 40 ℃; for 1h;

DOI:10.1021/jm00179a010

Reference yield:

<1α(Z), 2β(1E), 3α, 5α>-7-<5-(acetyloxy)-2-(2-formylethenyl)-3-<(tetrahydro-2H-pyran-2-yl)oxy>cyclopentyl>-5-heptenoic acid methyl ester (60894-66-8) → 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F2α 9-acetate methyl ester (59739-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) THF, hexane, 5 deg C, 3 h, 2.) THF, hexane, -78 deg C, 1 h

2: 70 percent / 65percent aq. acetic acid / tetrahydrofuran / 1 h / 40 °C

With n-butyllithium; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm00179a010

Reference yield:

1-(methylthio)cyclohexene (4410-13-3) → 16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F2α 9-acetate methyl ester (59739-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) THF, hexane, 5 deg C, 3 h, 2.) THF, hexane, -78 deg C, 1 h

2: 70 percent / 65percent aq. acetic acid / tetrahydrofuran / 1 h / 40 °C

With n-butyllithium; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm00179a010

upstream raw materials:

16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α 9-acetate methyl ester 11-(tetrahydropyran-2-yl ether)

<1α(Z), 2β(1E), 3α, 5α>-7-<5-(acetyloxy)-2-(2-formylethenyl)-3-<(tetrahydro-2H-pyran-2-yl)oxy>cyclopentyl>-5-heptenoic acid methyl ester

1-(methylthio)cyclohexene

Downstream raw materials:

16-(cyclohex-1-enylthio)-17,18,19,20-tetranorprostaglandin F_2α methyl ester

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