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CAS No. : | 167081-25-6 | MDL No. : | MFCD15071470 |
Formula : | C11H21NO3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 215.29 | Pubchem ID : | - |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | |
GHS Pictogram: |
* 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 |
---|---|---|
71.9% | With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -5 - 20℃;Inert atmosphere; | To a stirred solution of 4-chloro-5-iodo-7JJ-pyrrolo[2,3-d]pyrimidine (20 g, 71.6 mmol), (.S)-tertbutyl 3-hydroxypyrrolidine-1-carboxylate (20.1 g, 107.4 mmol) and PPh3 (33.8 g, 128.8 mmol) in dry THF (350 mL) cooled to -10C was added DIAD (18.8 g, 93.03 mmol) in dropwise with 1 hour under N2. After addition, the reaction mixture was warmed to room temperature for 2 hours and yellow precipitation was formed. The reaction mixture was stirred at -5C for overnight. The resulting precipitation was collected by filtration and washed with cold TJTIF (30 mL) to afford (R)-tert-butyl 3-(4-chloro-5-iodo-7H- pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (7) (22.7 g, yield 71.6%) as light yellow powder. MS (ESI): MIZ (MIM+2) 449. 1/451.0. |
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