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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.
1-Dodecanol is an endogenous metabolite with moisturizing and skin-softening properties, widely used in cosmetics and skincare products.
Synonyms: Undecyl carbinol
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Batch number can be found on the product's label following the word 'Batch'.
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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.
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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CAS No. : | 112-53-8 |
Formula : | C12H26O |
M.W : | 186.33 |
SMILES Code : | CCCCCCCCCCCCO |
Synonyms : |
Undecyl carbinol
|
MDL No. : | MFCD00004753 |
InChI Key : | LQZZUXJYWNFBMV-UHFFFAOYSA-N |
Pubchem ID : | 8193 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H302-H319-H372-H410 |
Precautionary Statements: | P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330 |
Class: | 9 |
UN#: | 3077 |
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 |
---|---|---|
b) a mixture consisting of 9 g of decanol, 1.0 g of dodecanol added with 1% ascorbyl palmitate, butyric acid (2.0 g), phenylethyl alcohol (6.0 g) is prepared; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76.4% | With dmap; dicyclohexyl-carbodiimide; In chloroform; for 7h; | To a solution of compound 6 (1.6213 g, 11.1 mmol) in 35 mL of CHCl3 were added 12-dodecanol (2.2920 g, 12.3 mmol), DMAP (1.5027 g, 12.3 mmol), and DCC (2.5379 g, 12.3 mmol) and the mixture was stirred for 7 h. The DCC-urea that formed was filtered off, and the solvent was evaporated. The residue was dissolved in CH2Cl2 and purified on a silica gel column packed and eluted with CH2Cl2. The fractions containing the product were combined, evaporated, dissolved in benzene, and freeze-dried to give 7a (2.8202 g, 76.4%) as colorless wax. IR (CHCl3): 1740br cm-1; 1H NMR (CDCl3, 200 MHz) delta 0.86 (br t, 3H), 1.24 (br s, 18H), 1.39 (s, 3H), 1.48 (s, 3H), 1.64 (m, 2H), 4.18 (m, 4H), 4.56 (t, 1H, J=6.2 Hz). 13C NMR (CDCl3, 50 MHz) delta 14.2, 22.8, 25.7, 25.9, 26.0, 28.7, 29.3, 29.5, 29.6, 29.7, 29.7, 32.0, 65.6, 67.5, 74.3, 111.4, 171.4. Rf (CH2Cl2) 0.69. [alpha]D20 -10.4 (c 1.02, CHCl3/MeOH 4:1), known compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | Preparation of Bendamustine Cn Ester A 20 liter jacketed cylindrical ChemGlass reaction vessel equipped with thermocouple, heater/chiller, nitrogen inlet, addition funnel, condenser, and vacuum line was charged with a slurry of 428 g (1.10 mmol) of pretreated <strong>[3543-75-7]<strong>[3543-75-7]bendamustine</strong> hydrochloride</strong> in 10 volumes of trace GC analysis grade methylene chloride. Agitation was set at 100 RPM and the jacket was set at 20 C. To this mixture was added diisopropylethylamine (213 ml, 1.1 eq) via an addition funnel over 10 minutes. After a 34 minute hold, melted dodecanol (227 g, 1.1 eq) was added in one portion. After an 1 1 minute hold, EDCI (320.3 g, 1.5 eq) was added to the batch. The resulting clear yellow solution was agitated for 23.5 hours at ~ 20 C. At this point, an IPC indicated 0.54 % starting starting material remained. Ten volumes of water were added and the reaction was agitated for an additional 15 minutes. The lower organic layer was drained, filtered through a 5 micron filter cartridge, and the filter cartridge was rinsed with 1 volume of GC analysis grade methylene chloride. The methylene chloride solution was concentrated in vacuo to afford the crude product as a viscous yellow oil. Five volumes of filtered n-heptane were added to the oil and the mixture was concentrated in vacuo to remove residual methylene chloride to yield 615 g of crude solids with in 92.9 wt% translating to a 98.0 % yield. Final purity was 98.4 % on a dry basis. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With rhodium(III) chloride trihydrate; copper diacetate; In N,N-dimethyl-formamide; at 90℃; under 760.051 Torr; for 10h;Sealed tube; | AddN-pyrimidinylpurine 1a (0.2 mmol), RhCl3•3H2O (0.004 mmol), Cu(OAc)2(0.4 mmol) anddodecan-1-ol 2o (1.0 mmol) to 2.0 mL of DMF. after three times replacement of the carbon monoxide in the Young's tube, filledwith carbon monoxide (1 atm), the reaction and after 90 deg.] C oil bath for 10 hours, the reaction was stopped until the reaction was cooled to room temperature, ethyl, ethyl and saturated brine plurality Wash and extract.The organic phase was dried over anhydrous sodium sulfate and filtered.The solvent was evaporated to dryness, andethyl acetate / petroleum ether (1:10 to 1:1) was obtained.The product was a yellow oily liquidwith a yield of 67%. |