Methyl 2,3-C-

C7H14Oe Methyl 2-C-(hydroxymethyl)-/ -D-ribopyranoside [methyl / -D-hamameloside] (MHAMEL)850... [Pg.340]

Ci4HlfiOe Methyl 2-C-benzyl-a-L-xi/Zo-3-hexulo-3,6-furanosidono-l,4-lactone BKHXLA 37 393... [Pg.393]

Addition of nitromethane to 7-(4,6-0-benzylidene-3-0-methyl-/ -D-arahmo-hexopyranosyl-2-ulose)theophylline (8) and 6-chloro-9-(3,4-0-isopropylidene-/ -L-h/xo-hexopyranosyl-2-ulose)purine (35b) afforded, respectively, 7-[4,6-0-benzylidene-3-0-methyl-2-C-nitromethyl-/ -D-gluco (or manno)pyranosyl]theophylline (96) and 6-chloro-9-(3,4-0-iso-propylidene-2-C-nitromethylene-/ -L-h/xo-hexopyranosyl)purine (98), both isolated in high yield.66 Treatment of 96 with acid permitted the... [Pg.257]

P. Sarda, A. Olesker, and G. Lukacs, Synthesis of methyl 2-C-acetamidomethyl-2-deoxy-oi-i>-glucopyranoside and its manno isomer, Carbohydr. Res. 229 161 (1992). [Pg.260]

N1 FORHAHIOE, N-( (4-AMINO-2-METMYL-5-PYR1MI01HVLIMETHYLI-N-C4-HYDROXY-1-METHYL— 2-C ( TETRAHYOROFURFURYLIDXTHXOl-l-BUTENYLI-, HYOROCHLORXOE... [Pg.108]

Thomas Liese, Fereydoun Seyed-Mahdavi, and Armin de Meijere 148 METHYL 2-C H LO RO-2-C YC LO-PROPYLIDENACETATE... [Pg.348]

In the pentapyranose series Baker and Sehaub - reported the preparatJoii of methyl 2,3-adhydro- -L-ribopyranoftide from methyl 2-C>-toayl-j9 L ar bo >yranoside iu euniiar n>aiinev (Eq. 261). [Pg.83]

Fig. 2. — Chemical-shift Values Measured for Solutions of Methyl 2-C-(l,3-Dithian-2-yl)-3,4-0-isopropylidene-/3-D-ribopyranoside (77) in the Presence of Different Concentrations of Eu(fod)3.

Synthesis of labeled phosphonoacetates proceeds on heating trialkyi phosphites with methyl or ethyp5 [l- C]bromoacetate, methyl [2- C]bromoacetate, ethyl [2- C]bromoacetate, ethyl [2- C]bromoacetate, and methyl or ethyl[ l- C]bromoacetate. Dialkyl l-(methoxy-carbonyl)methyl[l,l- H2]phosphonates are prepared from trialkyi phosphites and ethyl [2,2- H2]bromoacetate ° or by simple treatment of the nondeuterated phosphonoacetate with H2O in the presence of K2(X),." 5... [Pg.422]

Synthesis of 4-(2-hydroxy-3-isopropylaminopropoxy)-2-methyl-[2- C -indole sulphate (198)... [Pg.1180]

Isonicotinic acid hydrazide (isoniazid 275), a drug used in treating tuberculosis , has been C-labelled " by introduction of a [ C]cyano group at the 2-position of the pyridine ring of l-methoxy-4-methoxcarbonyl pyridinium methyl sulphate and subsequent treatment of the C-Iabelled methyl ester 276 with hydrazine hydrate. The reaction has been carried out on a solid support (silica gel) to yield methyl 2[ C]cyano-isonicotinate in 32.4 + 12% (EOB) yield. 275 was obtained in 10% (EOB), radiochemical... [Pg.1201]

Other instances of a low hydroxyl-stretching frequency arising from the hydroxyl group (s) on a pair of 1,3-m-diaxial C—0 bonds have been reported in the spectra of methyl 2-C-methyl- 3-L-ribopyranoside (at 3512 cm. ) and methyl 3,6-anhydro-a-D-glucopyranoside (at 3500 cm. 0-The latter compound is constrained in the 1C conformation, and the band at 3512 cm. shows that the former compound is in the 1C conformation also. The occurrence of this characteristically low frequency in the spectra of some branched-chain sugars enabled their configuration to be determined by indicating the presence of such diaxial C—0 bonds. ... [Pg.45]

This technique has also been used to add a cyano group to an aromatic ring. l-Methoxy-4-methoxycarbonyl pyridinium methyl sulphate was absorbed on silica gel particles. After these particles had been dried under vacuum, they were placed in a column and H CN was passed through the column. Then the column was sealed and heated at 40 °C for 5 minutes. After the methyl-2[ C]cyano-isonicotinate had been purified by HPLC chromatography, it was converted into 2-[ C]-isonicotinic acid hydrazide in a 30% radiochemical yield by treatment with hydrazine in anhydrous ethanol (equation 78). The synthesis took 30 minutes to complete. [Pg.659]

Methyl 3-C-allyl-4,6-0-benzylidene-3-deoxy-a-D-glucopyranoside has been used as a common starting material for preparing annulated sugars involving intramolecular Homer-Wadsworth-Emmons reactions. Thus successive reaction of the allyl derivative with osmium tetroxide, lithium dimethylmethylphosphonate, Dess-Martin periodane then potassium carbonate furnished 51. Whereas successive reaction of the allyl derivative with borane-THF, PCC oxidation, lithium dimethylmethylphosphonate, Dess-Martin periodane then potassium carbonate afforded 52. Analogous chemistry was also performed on methyl 2-C-allyl-4,6-0-benzylidene-2-deoxy-a-D-allopyranoside. ... [Pg.196]

A soln. of methyl 2-C-(aminomethyl)-4,6-0-benzylidene-2,3-dideoxy-2-[(/ -tolyl-sulfonyl)amino]-a-D-ribohexopyranoside in 90% acetic acid treated dropwise with aq. NaN02, and after stirring for 1 h the mixture poured into satd. NaHC03 spiro[methyl 4,6-0-benzylidene-2,3-dideoxy-a-D-ribo-hexopyranoside-2,2 -N-(/ -tolyl-sulfonyl)aziridine]. Y 89%. The products are valuable intermediates in the preparation of branched-chain aminosugars. F.e. and prepn. of the startg. m. s. R.J. Alves et al., J. Org. Chem. 53, 4616-8 (1988). [Pg.374]

Me glycoside, 3,4-isopropylidene Methyl 2-C-formyl-3,4AA-isopropylidene-p-D-ribo-pyranoside [35522-72-6]... [Pg.448]

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