(15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

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Chemical Name:(15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester
CAS No.:494222-95-6
Molecular Formula:C₂₅H₃₇NO₃S₂
Molecular Weight:463.706
Hs Code.:

Synonyms:(15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

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Chemical Property of (15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

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Technology Process of (15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

There total 3 articles about (15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl 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:

: 1357177-80-0
butyl 4-[(2-{(2R)-2-[(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-(3-methylphenyl)but-1-enyl]-5-thioxopyrrolidin-1-yl}ethyl)sulfanyl]butanoate

: 494222-95-6
(15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

: 1357177-79-7
C₂₅H₃₇NO₄S

: 494222-95-6
(15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C / Inert atmosphere

2: Lawessons reagent / toluene / 1 h / 50 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

With Lawessons reagent; 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2011.12.009

Reference yield:

: (15α,13E)-9-oxo-15-t-butyldimethylsilyloxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

: 494222-95-6
(15α,13E)-9-thioxo-15-hydroxy-16-(3-methylphenyl)-17,18,19,20-tetranor-5-thia-8-azaprost-13-enoic acid butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Lawessons reagent / toluene / 1 h / 50 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

With Lawessons reagent; tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene;
DOI:10.1016/j.bmc.2011.12.009