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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.
Synonyms: N-(+)-Biotinyl-6-aminohexanoic acid
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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'.
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| CAS No. : | 72040-64-3 |
| Formula : | C16H27N3O4S |
| M.W : | 357.47 |
| SMILES Code : | O=C(O)CCCCCNC(CCCC[C@@H]1SC[C@]([C@]1([H])N2)([H])NC2=O)=O |
| Synonyms : |
N-(+)-Biotinyl-6-aminohexanoic acid
|
| MDL No. : | MFCD00144853 |
| InChI Key : | CMUGHZFPFWNUQT-HUBLWGQQSA-N |
| Pubchem ID : | 446905 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302-H315-H319-H335 |
| Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
|---|---|---|
| 58.3% | With lithium hydroxide monohydrate; In methanol;Reflux; | Lithium hydroxide (4equiv) solution was added to 6 (1equiv) dissolved in methanol. The solution was heated to reflux overnight. The product 7 was precipitated as white solid. Then a hydrochloric acid solution (6 N) was added until the pH was 5. The product was filtered, and dried under vacuum. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 39% | With dmap; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 20℃; for 48h;Inert atmosphere; | General procedure: To a mixture of Biotin or 6-biotinylaminocaproic acid (0.3 mmol), camptothecin analogues (0.1 mmol) and DMF (2.5 mL) was added, 4-Dimethylaminopyridine (DMAP) (0.01 mmol) was added and N, N'-Diisopropylcarbodiimide) (DIC) (0.6 mmol) dropwise. The reaction mixture was stirred at room temperature for 2 days under N2. Solvent were removed under a reduced. The residue was purified on a silica gel chromatography (CHCl3:CH3OH = 15:1?9:1) to afford the product Biotin-(20s)-camptothecin (11). Yellow amorphous powder, yield 60percent; |

[ 72040-64-3 ]

[ 72040-64-3 ]
[ 72040-64-3 ]
[ 72040-64-3 ]
[ 648903-77-9 ]
[ 72040-64-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;N,N-dimethyl-formamide; In dichloromethane; for 12h; | 2- (4-AMINOPHENYLAMINO)-6- (2, 6-DICHLOROPHENYL)-8-METHYL-8H-PYRIDO [2, 3-D] PYRIMIDIN-7- one, SKI DV1-10, (55 mg, 0.133 mmol), N- (+)-BIOTINYL-6-AMINOCAPROIC acid (57.2 mg, 0.160 mmol), 1- [3- (DIMETHYLAMINO) PROPYL]-3-ETHYLCARBODIIMIDE hydrochloride (123 mg, 0.64 mmol), and 4-dimethylaminopyridine (78 mg, 0.64 mmol) were combined in a 10 mL flame-dried round bottomed flask under argon. The solids were suspended in 5 mL of methylene chloride and a few drops of dimethylformamide. The solution was stirred for 12 hours. The reaction was poured into a separatory funnel containing 50 mL of methylene chloride. The organic layer was washed with three 50 mL portions of water and once with 50 mL of saturated brine. The organic layer was dried over magnesium sulfate, the drying agent removed by filtration and the solvent removed. The crude residue was purified by gradient silica gel column chromatography (0-15 percent 7M ammonia/ methanol in methylene chloride). The product containing fractions were combined and evaporated. The product was pure by standard analytical techniques. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 73.4% | With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 0.5h; | Benzophenone-biotin: N-(+)-Biotinyl-6-aminohexanoic acid (239 mg) and 4~benzoyl-L-phenylalanyl-6-aminoxehanoic acid methyl ester (237 mg) were dissolved in DMF, 230 mul of DIPEA were added to the reaction mixture, followed by 237 mg of HBTU. The reaction mixture was stirred at RT for 30 min. LC-MS analysis showed complete reaction. The solvent and excess of DIPEA were removed under high vacuum. The crude product was dissolved in CHCl3 and extracted 2X with 1percent HCl. Organic phase was separated, solvent was removed and the product was purified using rotary chromatography (SiO2 solid phase). Yield 325 mg (73.4percent). |