Category: 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.. COA of Formula: 1159408-61-3

The general reactant of this compound is 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;Adenosine, N-benzoyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-deoxy-, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]；Adenosine, N-benzoyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]；Uridine, 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-deoxy-, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]；Cytidine, N-acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]；Uridine, 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite], Reagents is Methylamine, Triethylamine trihydrofluoride, Catalyst(), Solvent is Pyridine；Water, Products RNA, ((2′-deoxy-2′-fluoro)A-sp-Am-sp-(2′-deoxy-2′-fluoro)C-Am-(2′-deoxy-2′-fluoro)G-Um-(2′-deoxy-2′-fluoro)G-Um-(2′-deoxy-2′-fluoro)U-(2′-deoxy-2′-fluoro)C-(2′-deoxy-2′-fluoro)U-Um-(2′-deoxy-2′-fluoro)G-Cm-(2′-deoxy-2′-fluoro)U-Cm-(2′-deoxy-2′-fluoro)U-Am-(2′-deoxy-2′-fluoro)U-Am-(2′-deoxy-2′-fluoro)A), 3′-[[(2S,4R)-1-[29-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-14,14-bis[[3-[[3-[[5-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-1-oxopentyl]amino]propyl]amino]-3-oxopropoxy]methyl]-1,12,19,25-tetraoxo-16-oxa-13,20,24-triazanonacos-1-yl]-4-hydroxy-2-pyrrolidinyl]methyl hydrogen phosphate], complex with RNA (Um-sp-(2′-deoxy-2′-fluoro)U-sp-Am-(2′-deoxy-2′-fluoro)U-Am-Gm-Am-Gm-Cm-Am-Am-Gm-Am-(2′-deoxy-2′-fluoro)A-Cm-(2′-deoxy-2′-fluoro)A-Cm-(2′-deoxy-2′-fluoro)U-Gm-(2′-deoxy-2′-fluoro)U-Um-sp-Um-sp-Um) (1:1), Synthetic Methods procedure :1. Synthesize sense and antisense strands on an ABI synthesizer using commercially available 5′-O- ( 4, 4′-dimethoxytrityl ) -2′-deoxy-2′-fluoro-, 5′-O- ( 4, 4′-dimethoxytrityl ) -2′-O- ( tert-butyldimethylsilyl ) -, and 5′-O- ( 4, 4′-dimethoxytrityl ) -2′-O-methyl- 3′-O- ( 2-cyanoethyl-N, N-diisopropyl ) phosphoramidite monomers of uridine, 4-N-acetylcytidine, 6-N-benzoyladenosine, and 2-N-isobutyrylguanosine using standard solid-phase oligonucleotide synthesis and deprotection protocols., 2. Add phosphorothioate linkages by oxidation of phosphite utilizing 0.1 M DDTT in pyridine., 3. Treat the support with 40% aqueous methylamine at 45 °C for 1.5 hour., 4. Filter the suspension through a 0.2-μm filter to remove solid residues., 5. Vortex the combined filtrate with Et3N·3HF at 40 °C for 1 hour to remove tert-butyldimethylsilyl ( TBDMS ) protecting groups from the oligonucleotide., 6. Purify the ligand-conjugated and unconjugated oligonucleotides by anion-exchange high-performance liquid chromatography ( IEX-HPLC ) with TSK-Gel Super Q-5PW support using a linear gradient of 22-42% buffer B over 130 min with 50 ml/min flow rate., 7. Use buffer A as 0.02 M Na2HPO4 in 10% CH3CN ( pH 8.5 ) and buffer B as buffer A plus 1 M NaBr., 8. Combine the pure fractions, concentrate and desalt on a sartorius ultrafiltration station., 9. Confirm the integrities of the purified oligonucleotides by LC-MS and by analytical IEX HPLC., 10. Mix equimolar amounts of complementary sense and antisense strands, anneal by heating to 90 °C and cool slowly., Transfornation (.

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.. COA of Formula: 1159408-61-3

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

HPLC of Formula: 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 Phenylmethyl 8,14-dioxo-3,3-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]-18-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-5-oxa-2,9,13-triazaoctadecanoate;Trifluoroacetic acid, Reagents is Acetic acid, Hydrogen, Catalyst(Palladium), Solvent is Methanol；Dichloromethane；Toluene, Products 4,8-Dioxa-12,16-diazaheneicosanamide, 6-amino-11,17-dioxo-6-[[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]-N-[3-[[1-oxo-5-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentyl]amino]propyl]-21-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-, 2,2,2-trifluoroacetate (1:1), Yield: 98%, Synthetic Methods procedure :1. Dissolve the reactant ( 56 g, 29 mmol ) in MeOH ( 300 mL ) and purge with argon., 2. Add 10 wt% Pd-C ( 5 g, wet Degussa type E101 NE/W ) and acetic acid ( 2.3 mL ) , and hydrogenate the reaction under normal pressure overnight., 3. Filter the reaction mixture through celite and evaporate the filtrate under reduced pressure., 4. Dissolve the residue in DCM/toluene ( 5:1, v/v ) , add trifluoroacetic acid ( TFA, 2.3 mL ) and stir the mixture for 30 minutes at room temperature., 5. Remove the solvents under reduced pressure., , Transfornation (Hydrolysis or Hydrogenolysis of Amides/ Imides/ Carbamates. Characterization Data include ‘s Proton NMR Spectrum : ( 400 MHz, DMSO-d 6 ) : δ 8.06 ( brs, 3H, -NH3 + ) ; 7.88 ( t, J = 5.5 Hz, 3H, NH ) ; 7.82 ( d, J = 9.2 Hz, 3H, NH ) ; 7.76 ( t, J = 5.6 Hz, 3H, NH ) ; 5.20 ( d, J = 3.4 Hz, 3H, sugar H4 ) ; 4.95 ( dd, J = 3.4, 11.2 Hz, 3H, sugar H3 ) ; 4.47 ( d, J = 8.5 Hz, 3H, sugar H1 ) ; 4.07 – 3.97 ( m, 9H, sugar H5, H6, H6′ ) ; 3.86 ( dt, J = 8.9, 11.0 Hz, 3H, sugar H 2 ) ; 3.69 ( dt, J = 5.9, 9.8 Hz, 3H ) ; 3.63 ( t, J = 6.3 Hz, 6H ) ; 3.48-3.34 ( m, 9H ) ; 3.03 ( quintet, J = 6.6 Hz, 12H ) ; 2.33 ( t, J = 6.2 Hz, 6H ) ; 2.09 ( s, 9H ) ; 2.03 ( t, J = 7.1 Hz, 6H ) ; 1.99 ( s, 9H ) ; 1.89 ( s, 9H ) ; 1.76 ( s, 9H ) ; 1.56-1.38 ( m, 18H ) ., Carbon-13 NMR : ( 101 MHz, DMSO-d 6 ) : δ 172.0, 170.0, 169.9, 169.5, 169.3, 158.4, 158.1, 116.9, 114.0, 100.9, 70.4, 69.8, 68.6, 68.1, 67.6, 66.6, 61.3, 59.1, 49.3, 36.3, 36.2, 35.7, 35.0, 29.2, 28.5, 22.6, 21.8, 20.4, 20.3., Mass Spectrum: Mass calc. for free base C79H128N10O36: 1792.84; found: 1815.83 ( M+Na+, MALDI-TOF, matrix: HABA ) ., State is offwhite solid

HPLC of Formula: 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