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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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| CAS No. : | 117833-18-8 |
| Formula : | C10H17NO5 |
| M.W : | 231.25 |
| SMILES Code : | O=C(O)[C@@H](NC(C)=O)CC(OC(C)(C)C)=O |
| MDL No. : | MFCD00236746 |
| InChI Key : | NKNPTCBHHPHSEA-ZETCQYMHSA-N |
| Pubchem ID : | 7019596 |
| 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.

[ 117833-18-8 ]


[ 117833-18-8 ]
[ 863667-42-9 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
[ 117833-18-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 2-Chlorotritylchloride resin (1.22 mmol/g, 0.87 g, 1 mmol) was weighted into a 10 ml syringe with fit. The resin was swollen with 5 mL DCM and washed with DCM (5x4 mL). N-FmocL-Asp(OtBu)-OH (1.1 g, 2.7 mmol) was dissolved in DCM (5 mL) and DIPEA (0.66 mL,3.78 mmol) was added and the solution drawn into the syringe. The syringe was agitated for 1 h. MeOH (0.5 mL) was drawn into the syringe and the syringe agitated for 15 mm. The resin was washed 5 times with DCM (4 mL) and 5 times with DMF (5 mL). The resin was agitated 3 times for 5 mm with DMF:DBU:piperidine (96:2:2 v/v/v 4 mL). The resin was washed 5 times with DMF (4 mL). Acetic anhydride (0.51 mL, 5.4 mmol) and DIPEA (1.9 mL, 10.8mmol) were dissolved in DMF (6 mL) and the solution was drawn into the syringe and the syringe agitated for 15 mm. The resin was washed 5 times with DMF (4 mL), 5 times with DCM (4 mL). A solution of HFIP/DCM (1/4 v/v, 5 mL each) were drawn into the syringe and the syringe agitated 3 times for 10 mm. The collected filtrates were concentrated in vacuo. Crude 18e (0.29 g, 1.23 mmol, 114 %) was used without further purification in the next step.MS: m/z 254.38= [M+Na], (calculated = 254.12). |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 44% | With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; | 18e (65 mg, 0.28 mmol) was dissolved in DCM (3 mL) and PyBOP (0.18 g, 0.34 mmol) and DIPEA (0.15 mL, 0.84 mmol) were added. 18d (0.18 g, 0.31 mmol) was dissolved in DCM (3 mL) and added to the reaction. The reaction was stirred for lh and concentrated in vacuo. The residue was purified by RP-HPLC to give 18f (97 mg, 0.12 mmol, 44 %). MS: m/z 8 10.02= [M+Na], (calculated = 810.34) |
| 44% | With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; | le (65 mg, 0.28 mmol) was dissolved in DCM (3 mL) and PyBOP (0.18 g, 0.34 mmol) and DIPEA (0.15 mL, 0.84 mmol) were added. Id (0.18 g, 0.31 mmol) was dissolved in DCM (3 mL) and added to the reaction. The reaction was stirred for lh and concentrated in vacuo. The residue was purified by RP-HPLC to give If (97 mg, 0.12 mmol, 44 %). MS: m/z 810.02= [M+Na]+, (calculated = 810.34). |