Structure of 143238-38-4
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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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CAS No. : | 143238-38-4 |
Formula : | C11H22N2O4 |
M.W : | 246.30 |
SMILES Code : | O=C(N1CCNCC1)OC(C)(C)C.CC(O)=O |
MDL No. : | MFCD12910473 |
InChI Key : | VRYAIUMHCRSUDX-UHFFFAOYSA-N |
Pubchem ID : | 21899479 |
GHS Pictogram: |
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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 |
---|---|---|
98% | a) Preparation of Int. 23 A solution of 3-oxetanone (4 g; 55 mmol), trimethylsilylcyanide (5.46 g; 55 mmol) and Znl2 (0.010 g) in tert-butyl methyl ether (10 ml) was stirred overnight. Then 1- piperazinecarboxylic acid, 1,1-dimethylethyl ester, acetate (1 : 1) was added and the solution was further stirred overnight. The solvent was removed. The product was directly used as such for the next reaction step. Yield: 14 g of Int. 23 (98 %). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | With potassium carbonate; In acetonitrile; at 20.0℃; | a) Preparation of Int. 62 A mixture of 1-piperazinecarboxylic acid, 1,1-dimethylethyl ester, acetate (1 : 1) (9.5 g; 50.8 mmol), 2-bromo-3-methoxy-propanoic acid, methyl ester (10.0 g; 50.8 mmol) and K2CO3 (10.5 g; 76.2 mmol) in ACN (150 ml) was stirred overnight at r.t.. Then the mixture was poured into water and extracted with EtOAc. The organic phase was washed with water, brine, dried over Na2S04 and evaporated in vacuum. The residue was purified by column chromatography over silica gel (eluent: DCM/EtOAc 1/1). The desired fractions were collected and the solvent was evaporated to afford 13.9 g of Int. 62 (51 %). |
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