cas 60325-46-4, Sulprostone | Articles data

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60325-46-4

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PROSTANOIDS. XXIX. SELECTIVE OXIDATION OF 7α-HYDROXY-6β-HYDROXYMETHYLENE-2-OXABICYCLOOCTAN-3-ONE BISTRIMETHYLSILYL ETHER BY REAGENTS BASED ON CHROMIUM(VI) AS KEY STAGE IN SYNTHESIS OF SULPROSTONE
7α-Hydroxy-6β-(3-oxo-4-phenoxy-1E-butenyl)-2-oxabicyclooctan-3-one was synthesized by the selective oxidation of 7α-hydroxy-6β-hydroxymethylene-2-oxabicyclooctan-3-one bistrimethylsilyl ether with CrO3*2Py/SiO2 and subsequent condensation of the intermediate 7α-trimethylsiloxy-6β-formyl-2-oxabicyclooctan-3-one with dimethyl 2-oxo-3-phenoxypropylphosphonate.The product was then converted into the methanesulfonamide of 16-phenoxy-17,18,19,20-tetranorprostaglandin E2 (sulprostone).
Tolstikov, G. A.,Adler, M. E.,Miftakhov, M. S.
p. 1908 - 1914
(2007/10/02)

N-(Methanesulfonyl)-16-phenoxyprostaglandincarboxamides: Tissue-Selective, Uterine Stimulants
In an effort to develop tissue-selective prostaglandin analogues resistant to the metabolic inactivating pathways of the natural materials, hybrid compounds modified both at C-1 with a sulfonimide moiety and in the n-amylcarbinol side chain with substituted phenoxy groups were synthesized and evaluated in a variety of in vitro and in vivo models.Several of these analogues exhibited potent, tissue-selective, uterine stimulant activity, a finding subsequently confirmed in clinical studies with one member of this series, N-(methanesulfonyl)-16-phenoxy-ω-tetranor-PGE2-carboxamide (CP-34089/ZK-57671, sulprostone).
Schaaf, Thomas K.,Bindra, Jasjit S.,Eggler, James F.,Plattner, Jacob J.,Nelson, A. James,et al.
p. 1353 - 1359
(2007/10/02)

Substituted ω-pentanorprostaglandins
Substituted novel ω-pentanorprostaglandins and various novel intermediates and reagents used in their preparation.
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(2008/06/13)

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(3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

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(3aR,4R,5R,6aS)-5-Hydroxy-4-((E)-(R)-3-hydroxy-4-phenoxy-but-1-enyl)-hexahydro-cyclopenta[b]furan-2-one

52533-65-0
[4-(methanesulfonylaminocarbonyl)-n-butyl]triphenylphosphonium bromide

More Articles about downstream products of 60325-46-4

79124-61-1
N-(methanesulfonyl)-16-phenoxy-ω-tetranor-PGB₂-carboxamide

79124-62-2
N-(methanesulfonyl)-16-phenoxy-ω-tetranor-PGA₂-carboxamide

Chemical Properties

Appearance/Colour :white to off-white solid

Melting Point: 78.5-80 ºC

Density: 1.3 g/cm³

Solubility:DMSO: >5 mg/mL

Storage Temp.:−20°C

Refractive Index: 1.5650 (estimate)

PSA: 138.38000

LogP: 3.21270

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60325-46-4

Articles about 60325-46-4Total 3 be found

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Chemical Properties

Appearance/Colour :white to off-white solid

Melting Point: 78.5-80 ºC

Density: 1.3 g/cm3

Solubility:DMSO: >5 mg/mL

Storage Temp.:−20°C

Refractive Index: 1.5650 (estimate)

PSA: 138.38000

LogP: 3.21270

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Density: 1.3 g/cm³