Recommanded Product: 1159408-61-3. Today I’d like to introduce a new chemical compound, CAS is 1159408-61-3, Name is 4-(((3R,5S)-1-(1-(((2R,3R,4R,5R,6R)-3-Acetamido-4,5-diacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-16,16-bis((3-((3-(5-(((2R,3R,4R,5R,6R)-3-acetamido-4,5-diacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pentanamido)propyl)amino)-3-oxopropoxy)methyl)-5,11,18-trioxo-14-oxa-6,10,17-triazanonacosan-29-oyl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)pyrrolidin-3-yl)oxy)-4-oxobutanoic acid, Formula is C121H179N11O45, Molecular Weight is 2507.76g/mol. Because of its complex structure and huge molecular weight, this compound is rarely understood. Now let me introduce some knowledge about its synthesis.
The general reactant of this compound is β-D-Galactopyranoside, 5-hexen-1-yl 2-(acetylamino)-2-deoxy-, 3,4,6-triacetate, Reagents is Sodium periodate, Catalyst(Ruthenium dichloride), Solvent is Acetonitrile；Dichloromethane；Water, Products 5-[[3,4,6-Tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentanoic acid, Yield: 71%, Synthetic Methods procedure :1. Add 4.0 mol equiv. of sodium ( meta ) periodate ( 1375 g ) in water ( 3300 mL ) to a solution of reactant ( 687 g, 1.59 mol ) in DCM and MeCN ( 4000 mL 1:1 ) ., 2. Cool the mixture to 10 °C in a cold water bath and stir for 15 minutes., 3. Add ruthenium chloride ( 5.64 g, 0.027 mol ) to the cold reaction mixture, while maintaining the temperature at or below 35 °C by external cooling over the water bath., 4. Stir the reaction mixture at room temperature for 1 hour; add an additional 1 mol equiv. of sodium ( meta ) periodate ( 343 g ) and continue stirring for 1 hour at room temperature., 5. Confirm the completion of the reaction by TLC., 6. Dilute the reaction mixture with water ( 2 L ) and adjust the pH to 7.5 by adding solid NaHCO3., 7. Remove the DCM layer, wash the aqueous layer three times with DCM ( 2 L ) and discard the organic extracts., 8. Adjust the pH of aqueous layer to 3 by addition of citric acid and extract the carboxylic acid into DCM ( 3 x 4 L ) .9. Stir the organic layer with saturated brine ( 2 L ) , add 3% Na2S solution dropwise until the dark green organic phase turns to a pale yellow color.10. Separate the layers, dry the organic layer over anhydrous Na2SO4 and evaporate under reduced pressure., Transfornation (. Characterization Data include ‘s Proton NMR Spectrum : ( 400 MHz, DMSO-d 6 ) : δ 11.97 ( s, 1H, COOH ) ; 7.79 ( d, J = 9.2 Hz, 1H, NH ) ; 5.20 ( d, J = 3.4 Hz, 1H, H4 ) , 4.95 ( dd, J = 3.4, 11.2 Hz, 1H, H3 ) ; 4.48 ( d, J = 8.5 Hz, 1H, H1 ) ; 4.05-3.98 ( m, 3H, H5, H6, H6′ ) ; 3.86 ( dt, J = 8.9, 11.1 Hz, 1H, H2 ) ; 3.74-3.65 ( m, 1H, -OCH2-CH2 ) ; 3.45-3.37 ( m, 1H, -OCH2-CH2 ) ; 2.19 ( t, J = 7.0 Hz, 2H, -CH2-COOH ) ; 2.09 ( s, 3H, -COCH3 ) ; 1.99 ( s, 3H, -COCH3 ) ; 1.88 ( s, 3H, -COCH3 ) ; 1.76 ( s, 3H, -COCH3 ) ; 1.55-1.45 ( m, 4H, 2x ( -CH2 ) ) ., Carbon-13 NMR : ( 126 MHz, DMSO-d 6 ) : δ 174.4, 170.0, 169.9, 169.6, 169.3, 100.9, 70.5, 69.8, 68.4, 66.7, 61.4, 49.3, 33.2, 28.3, 22.7, 21.0, 20.5, 20.4, 20.4., Mass Spectrum: calc. for C19H29NO11: 447.1741; found 447.1743., State is offwhite solid
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Reference:
CAS Reaction Number: 31-355-CAS-9994399,
,CAS Method Number: 3-614-CAS-3165786