Structure of 72849-42-4
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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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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'.
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CAS No. : | 72849-42-4 |
Formula : | C18H34O4 |
M.W : | 314.46 |
SMILES Code : | O=C(OC)CCCCCCCCCCCCCCCC(O)=O |
MDL No. : | N/A |
InChI Key : | ACZRHOXYVXBTNB-UHFFFAOYSA-M |
Pubchem ID : | 71402171 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 |
* 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 |
---|---|---|
Example 4 The same procedures as in Example 1 were followed, except that 6.29 g (20 mmol) of <strong>[72849-42-4]heptadecanedioic acid monomethyl ester</strong> was used in place of the pentadecanedioic acid monomethyl ester, to obtain ω-hydroxyheptadecanoic acid. The yield of the product was 52.6%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83.7% | With methanol; barium(II) hydroxide; at 10 - 25℃; for 34.0h;Inert atmosphere; | To a suspension of compound 10b (3.02 g, 9.19 mmol) in MeOH (12.0 mL ) was added a solution of Ba(OH)2 (866 mg, 5.05 mmol) in MeOH (12 mL ) at 10-20 C under N2 atmosphere and kept stirred at 15-25 C for 22 hou rs under N2 atmosphere. 1 H NMR showed the compound 10b was retained (one drop reaction solution was added to a drop 12 M HCI, then determined by 1 H NMR). The reaction mixture was stirred at 15-25 C for 12 hours under N2 atmosphere. 1 H NMR showed the most compound 10c was found (one drop reaction solution was added to a drop 12 M HCI, then determined by 1 H NMR). The reaction mixture was filtered and the filter cake was suspension in 4 M HCI solution (15 mL ) at 15-25 C and kept stirred at 15-25 C for 30 mins, then the mixt ure was filtered and filter cake was dried under reduced pressure to give compound 10c (2.42 g, 7.70 mmol, 83.7% yield) as a white solid, which was confirmed by 1 H NMR. 1H NMR: 400 MHz, CDCI3 δ 3.60 (s, 3H), 2.19-2.33 (m, 4H), 1.48-1.63 (m, 4H), 1.12-1.33 (m, 22H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85.6% | With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20℃; for 12.0h;Inert atmosphere; | To a suspension of compound 10c (2.42 g, 7.70 mmol) in THF (25.0 mL ) was added dropwise BH3-Me2S (10.0 M, 940 uL) at 0-10 C under N2 atmosphere and kept stirred at 10-20 C for 12 hour s under N2 atmosphere. 1 H NMR showed the most compound 10d was found (one drop reaction solution was added to a drop 12 M HCI, then determined by 1 H NMR). The reaction mixture was poured into saturated NH4CI solution (25 mL) at 0-10 C and kept stirred at 10-20 C for 15 mins, the aqueous phase was extracted with EtOAc (50 mL x 2), the combined organic phase was dried over anhydrous Na2SO4, filtered and filtrate was concentrated under reduced pressure. The residue was checked by 1 H NMR. TLC 1 (Petroleum ether/Ethyl acetate = 3/1 ). The residue was purified by silica gel column (Petroleum ether/Ethyl acetate, 20/1 to 3/1 ), the spot (Rf = 0.32) was collected to give compound 10d (1.98 g, 6.59 mmol, 85.6% yield) as a white solid, which was confirmed by 1 H NMR. 1H NMR: 400 MHz, CDCI3 δ 3.60 (s, 3H), 3.57 (t, J = 7.2 Hz, 2 H), 2.23 (t, J = 7.2 Hz, 2H), 1.44-1.61 (m, 4H), 1.13-1.33 (m, 22H). |