cas 16141-78-9, Trimethyl methoxyphosphonoacetate

Articles about 16141-78-9Total 6 be found

The Synthesis of a Degradation Product of Phomazarin: A Regiospecific Elaboration of the B and C Rings of the Pigment
An attempt to confirm the structure proposed for phomazarin has been initiated by the synthesis of one of its degradation products.The methods chosen also resulted in the regiospecific elaboration of the B and C rings of the pigment and are applicable to eventual syntheses by convergent approaches.
Guay, Vincent,Brassard, Paul
p. 294 - 297
(1987)
Read Online

Determination of absolute configuration of the phosphonic acid moiety of fosfazinomycins
Fosfazinomycins A and B produced by Streptomyces lavendofoliae share the same phosphonate moiety with one chiral centre of unknown configuration which was determined by synthesising both enantiomers of 2-hydroxy-2-phosphonoacetic acid methyl ester. A chiral cyclic phosphite was reacted with methyl glyoxylate in a Pudovik reaction to give a pair of diastereomeric α- hydroxyphosphonates, which were separated by HPLC. The configurations at C-2 were assigned on the basis of single crystal X-ray structure analysis. Deprotection of these diastereomers furnished the enantiomeric α-hydroxyphosphonic acids, of which the (S)-configured had the same sign of optical rotation as the phosphonic acid moiety of the two fosfazinomycins.
Schiessl, Katharina,Roller, Alexander,Hammerschmidt, Friedrich
p. 7420 - 7426
(2013)
Read Online

Total synthesis and structural confirmation of (±)-cuevaene A
The total synthesis and structural reassignment of cuevaene A have been completed. The key synthetic steps in the total synthesis included a base-promoted double conjugate addition and further elaboration to generate the tricyclic core structure, followed by construction of the trienoic acid side chain. Detailed comparison of proton and carbon NMR data with published values enabled the connectivity of the natural product, which had been debated in earlier publications, to be confirmed.
Craven, Philip G.E.,Taylor, Richard J.K.
supporting information
p. 5422 - 5425
(2012/10/30)

Syntheses of differentially protected isocoumarins
Syntheses of an isocoumarin subunit suitable for the completion of purpuromycin are outlined. Specifically, work targeting an orthogonally protected isocoumarin (eventually 12% yield over 12 steps) and an improved synthesis of a symmetrically protected isocoumarin (18% over 10 steps) are described. A new modification for selective catechol protection as mediated by potassium bicarbonate is also presented along with insights into oxidative and reductive functionalization of isocoumarins.
Lowell, Andrew N.,Wall, Philip D.,Waters, Stephen P.,Kozlowski, Marisa C.
experimental part
p. 5573 - 5582
(2010/10/01)

A novel approach to the synthesis of amino-sugars. Routes to selectively protected 3-amino-3-deoxy-aldopentoses based on pyridinium salt photochemistry
A new approach for the synthesis of selectively blocked 3-amino-3-deoxyaldopentoses is presented. The strategy is based on employment of a pyridinium salt photocyclization-aziridine ring-opening sequence to prepare stereochemically defined, enantiomerically enriched aminocyclopentendiol derivatives. Ring-opening reactions transform these substances into terminally differentiated aminopolyols, which serve as precursors to the target aminoaldopentoses. The utility of this strategy is demonstrated by its application to the syntheses of protected derivatives of D- and L-3-amino-3-deoxyxylose, L-3-amino-3-deoxyarabinose, and a late-stage intermediate in a potential route to N-acetylneuraminic acid.
Lu, Haiyan,Su, Zhuoyi,Song, Ling,Mariano, Patrick S.
p. 3525 - 3528
(2007/10/03)

Neighbouring Phosphonate Group Participation in Carbene Chemistry
Systematic studies of the effect of the neighbouring phosphonate group on the reactivities of carbene showed that the neighbouring phosphonate group exerts prominent effects on both the product distribution and the reaction products; the results are interpreted as indicating the extent of participation, which seems to be sensitive to the carbenic substituents.
Tomioka, Hideo,Hirai, Katsuyuki
p. 1611 - 1613
(2007/10/02)