Tag: M.W=1000-2000

Today I’d like to introduce a new chemical compound, CAS is 1953146-81-0, Name is 36-(((2R,3R,4R,5R,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-21,21-bis((3-((3-(5-(((2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pentanamido)propyl)amino)-3-oxopropoxy)methyl)-19,26,32-trioxo-4,7,10,13,16,23-hexaoxa-20,27,31-triazahexatriacontan-1-oic acid, Formula is C75H134N10O35, Molecular Weight is 1735.91g/mol. Because of its complex structure and huge molecular weight, this compound is rarely understood. Now let me introduce some knowledge about its synthesis.. SDS of cas: 1953146-81-0

The general reactant of this compound is (3R,5S)-5-[[Bis(4-methoxyphenyl)phenylmethoxy]methyl]-3-pyrrolidinol;12,19,25-Trioxo-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-triazanonacosanoic acid, Reagents is Diisopropylethylamine, 1-[Bis(dimethylamino)methylene]-1H-benzotriazolium hexafluorophosphate(1-) 3-oxide, Catalyst(), Solvent is Dichloromethane, Products (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, Yield: 73%, Synthetic Methods procedure :1. Add HBTU ( 2.10 g, 5.55 mmol ) and DIEA ( 3 mL, 17 mmol ) to a solution of the acid ( 10.13 g, 5.05 mmol ) and amine ( 2.32 g, 5.55 mmol ) in DCM ( 100 mL ) ., 2. Stir the mixture for 2 hours at room temperature., 3. Dilute the reaction mixture with DCM and wash with water., 4. Purify the crude product by silica gel chromatography ( eluent: 3-15 % MeOH in DCM containing 0.1% Et3N ) ., , , Transfornation (Acylation of Nitrogen Nucleophiles by Carboxylic Acids. Characterization Data include ‘s Proton NMR Spectrum : ( 400 MHz, DMSO-d 6, mixture of rotamers: ~0.7 ( major ) , ~0.3 ( minor ) ) : δ7.87-7.79 ( m, 6H, NH ) , 7.73 ( t, J = 5.6 Hz, 3H, NH ) ; 7.34-7.24 ( m, 4H ) ; 7.24-7.14 ( m, 5H ) ; 6.97 ( s, 1H, NH ) ; 6.90-6.82 ( m, 4H ) ; 5.20 ( d, J = 3.4, 3H, sugar H4 ) ; 4.99-4.93 ( m, 3.7H ) ; 4.88 ( d, J = 4.2, 0.3H, OH ) ; 4.48 ( d, J = 8.4, 3H, sugar H1 ) ; 4.42-4.34 ( m, 0.7H ) ; 4.32-4.24 ( m, 0.3H ) ; 4.17-4.07 ( m, 1H ) ; 4.05-3.97 ( m, 9H, sugar H5, H6, H6′ ) ; 3.86 ( dt, J = 8.8, 10.9 Hz, 3H, sugar H2 ) ; 3.72 ( s, 6H ) ; 3.69 ( dt, J = 5.4, 9.8 Hz, 3H ) ; 3.62-3.44 ( m, 13H ) ; 3.39 ( dt, J = 6.4, 9.9 Hz, 3H ) ; 3.35-3.28 ( m, 0.7H ) ; 3.27-3.21 ( m, 0.3H ) ; 3.18-3.12 ( m, 1H ) ; 3.11-2.93 ( m, 13H ) ; 2.27 ( t, J = 6.2, 6H ) ; 2.19 ( t, J = 7.5, 1.7H ) ; 2.09 ( s, 9H ) ; 2.03 ( t, J = 7.3, 8.3H ) ; 1.98 ( s, 9H ) ; 1.96-1.80 ( m, 2H ) ; 1.89 ( s, 9H ) ; 1.76 ( s, 9H ) ; 1.55-1.37 ( m, 22H ) ; 1.12-1.30 ( m, 12H ) ., Carbon-13 NMR : ( 101 MHz, DMSO-d 6 ) : δ 172.5, 172.0, 171.6, 171.2, 171.1, 171.0, 170.1, 170.00; 169.9; 169.6, 169.4, 158.1, 158.0, 157.8, 148.4, 145.1, 144.8, 140.2, 135.9, 135.8, 135.5, 135.4, 129.6, 128.9, 127.9, 127.8, 127.7, 127.6, 127.4, 126.6, 126.4, 113.2, 113.1, 112.7, 101.0, 85.8, 85.1, 79.9, 70.5, 69.8, 68.7, 68.3, 67.3, 66.7, 63.4, 62.1, 61.4, 59.5, 57.6, 55.2, 55.1, 55.0, 55.0, 54.9, 49.4, 36.4, 36.3, 36.0, 35.9, 35.1, 34.3, 29.3, 29.0, 28.6, 28.6, 25.3, 24.5, 24.5, 22.8, 21.9, 20.5, 20.4., Mass Spectrum: Mass calc. for C117H175N11O42 2406.19; found 2429.18 ( M+Na+, MALDI-TOF, matrix: HABA ) ., State is white solid

I’m so glad you had the patience to read the whole article, if you want know more about 1953146-81-0, you can browse my other blog.. SDS of cas: 1953146-81-0

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

Application In Synthesis of 1953146-81-0. Today I’d like to introduce a new chemical compound, CAS is 1953146-81-0, Name is 36-(((2R,3R,4R,5R,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-21,21-bis((3-((3-(5-(((2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pentanamido)propyl)amino)-3-oxopropoxy)methyl)-19,26,32-trioxo-4,7,10,13,16,23-hexaoxa-20,27,31-triazahexatriacontan-1-oic acid, Formula is C75H134N10O35, Molecular Weight is 1735.91g/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 5-Hexen-1-ol;5H-Pyrano[3,2-d]oxazole-6,7-diol, 5-[(acetyloxy)methyl]-3a,6,7,7a-tetrahydro-2-methyl-, 6,7-diacetate,, Reagents is Trimethylsilyl triflate, Sodium bicarbonate, Catalyst(), Solvent is Dichloromethane, Products β-D-Galactopyranoside, 5-hexen-1-yl 2-(acetylamino)-2-deoxy-, 3,4,6-triacetate, Yield: 82%, Synthetic Methods procedure :1. Stir the reactant ( 642.7 g, 1.95 mol ) in anhydrous 1, 2-dichloroethane ( 4500 mL ) with 4 Å molecular sieves ( 650 g ) for 5 minutes at room temperature., 2. Add 5-Hexen-1-ol ( 215 g, 2.15 mol ) and continue stirring for 30 minutes., 3. Add TMS-triflate ( 180.7 mL, 0.98 mol ) dropwise under constant stirring over 10 minutes and continue stirring for 2 hours at room temperature., 4. Quench the reaction mixture with cold saturated NaHCO3 solution ( 2 L ) and separate the organic layer., 5. Extract the product into dichloromethane ( DCM, 4L ) ; wash the combined organic layers with water, dry over anhydrous Na2SO4 and evaporate to dryness under reduced pressure., 6. Triturate the obtained crude product with hexane ( 6 L ) ; filter the solid and dry under reduced pressure., Transfornation (Alkylation or Silylation of Alcohol with Inorganic/ Organic Esters. Characterization Data include ‘s Proton NMR Spectrum : ( 400 MHz, DMSO-d 6 ) : δ 7.80 ( d, J = 9.2 Hz, 1H, NHCOCH3 ) , 5.83-5.72 ( m, 1H, -CH=CH2 ) ; 5.20 ( d, J = 3.4 Hz, 1H, H4 ) ; 5.02-4.91 ( m, 3H, -CH=CH2, H3 ) , 4.47 ( d, J = 8.5 Hz, 1H, H1 ) , 4.06-3.97 ( m, 3H, H5, H6, H6′ ) ; 3.86 ( dt, J = 8.8, 11.1 Hz, 1H, H2 ) ; 3.70 ( dt, J = 6.0, 9.9 Hz, 1H, -OCH2-CH2 ) ; 3.41 ( dt, J = 6.4, 9.9 Hz, 1H, -OCH2-CH2 ) ; 2.09 ( s, 3H, -COCH3 ) ; 2.03-1.96 ( m, 2H, -CH2- ) ; 1.99 ( s, 3H, -COCH3 ) ; 1.88 ( s, 3H, -COCH3 ) ; 1.75 ( s, 3H, -COCH3 ) ; 1.51-1.42 ( m, 2H, -CH2- ) ; 1.39-1.30 ( m, 2H, -CH2- ) ., Carbon-13 NMR : ( 101 MHz, DMSO-d 6 ) : δ 170.0, 169.9, 169.6, 169.1, 138.7, 114.7, 101.0, 70.4, 69.8, 68.6, 66.7, 61.5, 49.3, 39.9 32.8, 28.4, 24.5, 22.8, 20.5, 20.5., HRMS: calc. for C20H31NO9: 429.1999; found 429.1997., State is pale brown solid

Application In Synthesis of 1953146-81-0. I’m so glad you had the patience to read the whole article, if you want know more about 1953146-81-0, you can browse my other blog.

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