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Type | HazMat fee for 500 gram (Estimated) |
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Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 2082-59-9 |
Formula : | C10H18O3 |
M.W : | 186.25 |
SMILES Code : | CCCCC(OC(CCCC)=O)=O |
MDL No. : | MFCD00009477 |
InChI Key : | DUCKXCGALKOSJF-UHFFFAOYSA-N |
Pubchem ID : | 74959 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3265 |
Packing Group: | Ⅲ |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride;palladium-carbon; In methanol; dimethyl sulfoxide; ethyl acetate; | Preparation 14 2-Butyl-3-(4-hydroxyphenyl)benzimidazole A mixture of (8.0 g, 51 mmol, 1.0 eq) 1-chloro-2-nitrobenzene and (5.54 g, 51 mmol, 1.0 eq) 4-aminophenol in 40 ml of dry dimethylsulfoxide was heated to reflux for 18 hours. The reaction mixture was cooled, poured into 400 ml of 0.1N HCl and 400 ml ethyl acetate, stirred, and filtered through celite. The filtrate layers were separated, and the aqueous layer was extracted with ethyl acetate. The ethyl acetate extracts were combined, washed twice with H2O, once with brine, dried over MgSO4, and concentrated to give 8 g of a dark oil. Silica gel chromatography eluding with 20% ethyl acetate/hexane gave 1.63 g, 14%, of a red solid. A mixture of (1.6 g, 6.89 mmol, 1.0 eq) <strong>[54381-08-7]4-N-(2-nitrophenyl)amino phenol</strong> and 800 mg of 10% Pd/C in 100 ml ethyl acetate was placed on a Parr hydrogenation apparatus and shaken under 50 psi H2 for 3 hours. The mixture was filtered through celite, concentrated in vacuo , and chromatographed on a silica gel column eluding with 50% ethyl acetate/hexane to give 1.3 g, 94%, of an orange-yellow solid. A mixture of (600 mg, 3.00 mmol, 1.0 eq) 4-N-(2-aminophenyl)amino phenol and 10 ml valeric anhydride was heated to reflux for 18 hours. The mixture was taken up in 50 ml of methanol, basified with 2N NaOH to pH 10, and stirred 1 hour at room temperature. The reaction mixture was then neutralized and extracted twice with ethyl acetate. The ethyl acetate extracts were combined, washed twice with H2O, once with brine, dried over MgSO4 and concentrated to give 1 g of an oil. Silica gel chromatography eluding with 21/2% CH3OH-CH2Cl2 gave 124 mg, 16%, solid. M.P.: 192-194C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55.7% | EXAMPLE 3 Pentanoic acid (2R,3R,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-4-methyl-3-pentanoyloxy-tetrahydro-furan-2-ylmethyl ester; hydrochloride salt (I-3) To a solution of I-4 (0.490 g, 1.90 mmol), DMAP (0.026 g, 0.21 mmol), THF (7 mL) and H2O (3 mL) was added TEA (2.31 g, 16.59 mmol) and the reaction mixture was cooled to ca. 0 C. Valeric anhydride (1.6 g, 2.57 mmol) was added dropwise at a rate which allowed the reaction temperature to be maintained below 5 C. The reaction was monitored by HPLC-MS. Two 0.32 g aliquots of valeric anhydride (2.24 g, 11.99 mmol total) were added to eliminate monoacylated byproduct. The reaction mixture was cooled to 0 C. and the pH was adjusted to pH 6.8 with con HCl. The mixture was partitioned between EtOAc (30 mL) and H2O (15 mL) and the phases separated. The aqueous phase was extracted with EtOAc (2*15 mL) and the combined organic extracts were washed sequentially with dilute NaHCO3 (2*20 mL) and water (1*20 mL), dried (Na2SO4), filtered and concentrated in vacuo to afford the free base as an oil. The oil was dissolved in IPA (5 mL) and treated with HCl in IPA (0.8 mL of ca. 4 N HCl) and concentrated in vacuo. The residue was recrystallized from IPA/MTBE/heptane (1:0.5:10; 15 mL) and the resulting crystals filtered and washed with heptane and dried in vacuo at 80 C. under N2 to afford 0.88 g (55.7%) of 1-3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90.1% | With polymer-bound scandium triflate (PS-Sc(OTf)3); In neat (no solvent); at 60℃; for 24.0h;Green chemistry; | General procedure: para-Methane-3,8-diol (3, 5.0 g, 0.029 mol) and an appropriatemolar equivalence of acid anhydride were transferred into thereactor concurrently. Both reagents were stirred and heated at60 Cfor 10 minutes. The homogeneous mixture was achievedand 0.3 g of polymer-bound scandium triflate (PS-Sc(OTf)3)catalyst was added into the reaction mixture. The reaction wasstirred 60 Cfor 24 hours, while followed by sampling at anhourly interval. Upon the completion of the reaction, the catalyst was separated from the product mixture by filtration and theacid was removed by distillation. The obtained crude samplewas purified by column chromatography hexane/EtOAc (98:2).The colourless oily products were analysed. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With polymer-bound scandium triflate (PS-Sc(OTf)3); In neat (no solvent); at 60℃; for 24.0h;Green chemistry; | General procedure: para-Methane-3,8-diol (3, 5.0 g, 0.029 mol) and an appropriatemolar equivalent of acid anhydride were transferred into thereactor concurrently. Both reagents were stirred and heated at60 Cfor 10 minutes. The homogeneous mixture was achievedand 0.3 g of polymer-bound scandium triflate (PS-Sc(OTf)3)catalyst was added into the reaction mixture. The reaction washeated at the appropriate temperature for 24 hours, while followed by sampling at an hourly interval. Upon the completionof the reaction, the catalyst was separated from the product mixture by filtration and the acid byproduct was removed byvacuum distillation. The obtained crude sample was subsequently purified by column chromatography hexane/EtOAc(98:2). |