MMPP

MMPP-6H20 (magnesium monoperoxyphthalate), pH 7 buffer, MeOH, 0°, 5-120 min, 76-99% yield. These conditions were used to cleave the related SAMP hydrazone in the presence of two trisubstitued alkenes in 46% yield. ... 

MMPP = monoperoxyphthalate hexahydrate D Annibale, A. Scettri. A. Tetrahedron Lett, 1995, 36, 4659... 

Pyrazolo[l,2-r-][l,3,4]oxadiazine derivative 188 is converted to the corresponding (V-oxide 189 by oxidation with magnesium monoperoxyphthalate (MMPP) or -chloroperbenzoic acid (MCPBA) (Equation 23) <2004CEJ737>. 

For DMSO, TMP, DMMP and MMPP the second-order term, k<>, dominates and either an A or an Ia mechanism operates, as it is also indicated by the negative AV measured for DMSO and TMP (30). Both terms... 

Magnesium monoperphthalate (MMPP, 1). Suppliers Aldrich, Interox Chemicals Ltd. 

Alternative to m-chloroperbenzoic acid.1 This oxidant has been introduced as a suitable replacement for m-chloroperbenzoic acid, which is no longer available from commercial sources because of hazards in the manufacture. Actually MMPP is a safer reagent than MCPBA, which is shock-sensitive and potentially explosive. MMPP is soluble in water and in low-molecular-weight alcohols. The by-product, magnesium phthalate, is water-soluble and easily removed. It is generally more stable than other percarboxylic acids. It can replace MCPBA for the usual classic oxidations epoxidation, Baeyer-Villiger reactions, and oxidation of amines to N-oxides. 

A general oxidative cleavage reaction of ketone-derived SAMP-hydrazones can be realized without racemization by reaction with magnesium monoperoxyphthalate (MMPP) hexahydrate in methanol or in methanol/pH 7 phosphate buffer within 2 hours26. 

After optical resolution by lipase, the silylated furanol with a trifluoromethyl group, was converted into the corresponding butenolide by oxidation with magnesium monoperoxyphthalate (MMPP). Ring opening of this butenolide... 

Scheme 7. Preparation of 6,6,6-Trifluoro Analogs of D-Amicetose and D-Rhodinose. (a) AcCl, pyr.j (b) lipase PS (c) TBS-C1, imidazole (d) MMPP (Magnesium monoperoxyhthalate)/. C2c...

In the original patent published by Merck in 1995, rofecoxib (2) was synthesized in three steps from the known 4-(methylthio)acetophenone (10), prepared from the Friedel-Crafts acylation of thioanisole. As depicted in Scheme 2, oxidation of sulfide 10 using an excess of magnesium monoperoxyphthalate hexahydrate (MMPP, an inexpensive, safe and commercially available surrogate for w-CPBA) gave rise to sulfone 11, which was subsequently brominated with bromine and AICI3 to afford 2-bromo-l-(4-(methylsulfonyl)phenyl)ethanone (12). After recrystallization from 1 1 EtOAc/hexane, the pure phenylacyl bromide 12 was then cyclo-condensed with phenylacetic acid under the influence of l,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to deliver rofecoxib (2) in... 

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