Category: 1159408-61-3

Today I’d like to introduce a new chemical compound, CAS is 1159408-61-3, Application In Synthesis of 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 (2S,4R)-2-[[Bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-hydroxy-λ-oxo-N-[2-[3-oxo-3-[[3-[[1-oxo-5-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentyl]amino]propyl]amino]propoxy]-1,1-bis[[3-oxo-3-[[3-[[1-oxo-5-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentyl]amino]propyl]amino]propoxy]methyl]ethyl]-1-pyrrolidinedodecanamide, Reagents is Triethylamine, Catalyst(4-(Dimethylamino)pyridine), Solvent is Acetonitrile, Products 1-[(3R,5S)-5-[[Bis(4-methoxyphenyl)phenylmethoxy]methyl]-1-[1,12,19,25-tetraoxo-14,14-bis[[3-oxo-3-[[3-[[1-oxo-5-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentyl]amino]propyl]amino]propoxy]methyl]-29-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-16-oxa-13,20,24-triazanonacos-1-yl]-3-pyrrolidinyl] butanedioate, Yield: 100%, Synthetic Methods procedure :1. Dissolve reactant ( 29.20 g, 12.14 mmol ) , succinic anhydride ( 2.45 g, 24.28 mmol ) , polystyrene supported DMAP ( PS-DMAP, 16 g, 1.49 mmol/g, 2 equiv. ) and Et3N ( 10 mL ) in DCM and stir for 48 hours., 2. Filter the reaction mixture, dilute with DCM and wash with saturated brine., 3. Dry the organic layer over anhydrous Na2SO4., 4. Remove solvents and volatiles under reduced pressure., 5. Dry the residue under high vacuum overnight., Transfornation (Alcoholysis of Anhydrides.

I’m so glad you had the patience to read the whole article, if you want know more about 1159408-61-3, Application In Synthesis of 1159408-61-3, you can browse my other blog.

Reference:
CAS Reaction Number: 31-355-CAS-9994399,
,CAS Method Number: 3-614-CAS-3165786

Quality Control of 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

Quality Control of 1159408-61-3. I’m so glad you had the patience to read the whole article, if you want know more about 1159408-61-3, you can browse my other blog.

Reference:
CAS Reaction Number: 31-355-CAS-9994399,
,CAS Method Number: 3-614-CAS-3165786