Today I’d like to introduce a new chemical compound, CAS is 1159408-72-6, Name 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, Formula is C117H175N11O42, Molecular Weight is 2407.69g/mol. Because of its complex structure and huge molecular weight, this compound is rarely understood. Now let me introduce some knowledge about its synthesis.. Electric Literature of 1159408-72-6
The general reactant of this compound is 1-(Phenylmethyl) dodecanedioate,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), Reagents is Diisopropylethylamine, 1-[Bis(dimethylamino)methylene]-1H-benzotriazolium hexafluorophosphate(1-) 3-oxide, Catalyst(), Solvent is Dimethylformamide, Products , Synthetic Methods procedure :1. Add HBTU ( 3.28 g, 8.64 mmol ) and DIEA ( 4.10 mL, 23.58 mmol ) to a solution of dodecanoic acid monobenzyl ester ( 2.51 g, 7.86 mmol ) in DMF ( 80 mL ) and stir the resulting mixture for few minutes., 2. Add a solution of reactant ( 15 g, 5.24 mmol ) in DMF ( 20 mL ) and continue stirring at room temperature overnight., 3. Remove the solvents and volatiles under reduced pressure., 4. Dissolve the residue in DCM ( 200 mL ) , wash with saturated NaHCO3 ( 100 mL ) and water ( 100 mL ) ., 5. Dry over anhydrous Na2SO4, evaporate the solvent under reduced pressure., 6. Purify the residue by silica gel chromatography ( eluent: 3-15% MeOH in DCM ) ., , Transfornation (Acylation of Nitrogen Nucleophiles by Carboxylic Acids. Characterization Data include ‘s Proton NMR Spectrum : ( 400 MHz, DMSO-d 6 ) : δ 7.86–7.77 ( m, 6H, NH ) ; 7.72 ( t, J = 5.7 Hz, 3H, NH ) ; 7.39-7.28 ( m, 5H ) ; 6.97 ( s, 1H, NH ) ; 5.20 ( d, J = 3.4 Hz, 3H, sugar H4 ) ; 5.07 ( s, 2H ) ; 4.95 ( dd, J = 3.4, 11.2 Hz, 3H, sugar H3 ) ; 4.47 ( d, J = 8.5 Hz, 3H, sugar H1 ) ; 4.07–3.96 ( m, 9H, sugar H5, H6, H6′ ) ; 3.86 ( dt, J = 8.9, 11.2 Hz, 3H, sugar H 2 ) ; 3.69 ( dt, J = 5.9, 9.9 Hz, 3H ) ; 3.60-3.45 ( m, 12H ) ; 3.39 ( dt, J = 6.3, 9.9 Hz, 3H ) ; 3.08-2.95 ( m, 12H ) ; 2.32 ( t, J = 7.4 Hz, 2H ) ; 2.26 ( t, J = 6.3 Hz, 6H ) ; 2.09 ( s, 9H ) , 2.03 ( t, J = 7.0 Hz, 8H ) ; 1.98 ( s, 9H ) ; 1.88 ( s, 9H ) , 1.76 ( s, 9H ) ; 1.56–1.36 ( m, 22H ) ; 1.28–1.14 ( m, 12H ) ., Carbon-13 NMR : ( 126 MHz, DMSO-d 6 ) : δ 172.8, 172.5, 171.9, 170.1, 170.0, 169.9, 169.6, 169.4, 136.3, 128.4, 128.0, 127.9, 101.0, 70.5, 69.8, 68.7, 68.3, 67.3, 66.7, 65.3, 61.4, 59.5, 49.4, 36.4, 36.3, 36.0, 35.9, 35.1, 33.5, 29.5, 28.9, 28.9, 28.8, 28.7, 28.6, 28.6, 28.4, 25.3, 24.5, 22.8, 21.9, 20.5, 20.5, 20.4., Mass Spectrum: MS calc. for C98H154N10O39: 2095.03; found: 2118.05 ( M+Na+, MALDI-TOF, matrix: HABA ) ., State is offwhite solid
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Reference:
CAS Method Number 3-355-CAS-9994399,
,CAS Method Number 3-010-CAS-8275923