(-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E₂ acetate methyl ester

Base Information

• Chemical Name: (-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E₂ acetate methyl ester
• CAS No.: 81755-82-0
• Molecular Formula: C₂₆H₄₀O₆S
• Molecular Weight: 480.666

Synonyms:(-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E₂ acetate methyl ester

Chemical Property of (-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E₂ acetate methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E₂ acetate methyl ester

There total 29 articles about (-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E₂ 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: 88.0%

(Z)-7-[(1R,2R,4S,6S)-2-((E)-(S)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-hydroxy-cyclohexyl]-hept-5-enoic acid methyl ester (89560-32-7) → (-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E2 acetate methyl ester (81755-82-0)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88650-6

Reference yield: 88.0%

(Z)-7-[(1R,2R,4S,6S)-2-((E)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-hydroxy-cyclohexyl]-hept-5-enoic acid methyl ester (89560-32-7,89617-00-5) → (Z)-7-[(1R,2R,4S)-2-((E)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-oxo-cyclohexyl]-hept-5-enoic acid methyl ester (81755-82-0,89616-99-9)

Guidance literature:

With dipyridinium dichromate;

DOI:10.1016/S0040-4039(01)92486-4

Reference yield: 56.0%

(+)-11a-homoprostaglandin A2 acetate methyl ester (81755-81-9) + potassium thioacetate (10387-40-3) → (Z)-7-[(1R,2R,4R)-2-((E)-(S)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-oxo-cyclohexyl]-hept-5-enoic acid methyl ester (89616-99-9) + (-)-11α-acetylthio-11-deoxy-11α-homoprostaglandin E2 acetate methyl ester (81755-82-0)

Guidance literature:

In methanol; 1.) -78 deg C, 1 h, 2.) r.t., 1 h;

DOI:10.1016/S0040-4020(01)88650-6

upstream raw materials:

(Z)-7-[(1R,2R,4S,6S)-2-((E)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-hydroxy-cyclohexyl]-hept-5-enoic acid methyl ester

(Z)-7-[(1R,6R)-6-((E)-3-Acetoxy-oct-1-enyl)-2-oxo-cyclohex-3-enyl]-hept-5-enoic acid methyl ester

tiolacetic acid

PGE₂ methyl ester

Downstream raw materials:

(Z)-7-[(1R,2R,4S,6S)-2-((E)-(S)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-hydroxy-cyclohexyl]-hept-5-enoic acid methyl ester

(+)-11α-acetylthio-11-deoxy-11α-homoprostaglandin F_2β 15-acetate methyl ester

9,11-epithio-11,12-methano-thromboxane A₂

(Z)-7-[(1R,2R,4S,6R)-2-((E)-(S)-3-Acetoxy-oct-1-enyl)-4-acetylsulfanyl-6-methanesulfonyloxy-cyclohexyl]-hept-5-enoic acid methyl ester

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