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[ CAS No. 1148-11-4 ]

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Chemical Structure| 1148-11-4
Chemical Structure| 1148-11-4
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CAS No. :1148-11-4 MDL No. :MFCD00003170
Formula : C13H15NO4 Boiling Point : 432.3°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :249.26 g/mol Pubchem ID :101987
Synonyms :

Safety of [ 1148-11-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1148-11-4 ]

  • Upstream synthesis route of [ 1148-11-4 ]
  • Downstream synthetic route of [ 1148-11-4 ]

[ 1148-11-4 ] Synthesis Path-Upstream   1~16

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YieldReaction ConditionsOperation in experiment
49% With pyridine; di-<i>tert</i>-butyl dicarbonate; ammonium bicarbonate In 1,4-dioxane at 20℃; To a solution of starting 1-[(phenylmethyl)oxy]carbonyl}-L-proline (8.0 g, 32.09 mmol), pyridine (1.5 mL), (BoC)2O (9.1 g, 41.72 mmol) in 1 ,4-dioxane (40 ml_) at rt was added ammonium hydrogen carbonate (3.2 g, 40.43 mmol). After stirring at room temperature overnight, the reaction mixture was treated with EtOAc (100 mL), and then the mixture was washed with water (50 mL), followed by 5percent H2SO4- The organic layer was collected, dried(Na2SO4), filtered. The volatiles were removed by evaporation in vacuo. The resulting clear oil was triturated with ether. The precipitates were filtered and further dried under vacuum to yield the title compound as a white solid (3.9 g, 49percent). MH+ 249.
13.5 g
Stage #1: With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -5℃; for 0.333333 h;
Stage #2: With ammonium hydroxide In tetrahydrofuran at -5 - 20℃; for 18 h;
Step A - Syntheses of Intermediate Compound Int-13b (0313) (0314) Ethyl chloroformate (12 mL, 125 mmol) in 180 mL of THF was added drop-wise to a cooled solution (-5°C) of compound Z-Pro-OH (13.8 g, 55.5 mmol), TEA (7.71 mL, 55.5 mmol). The resulting slurry was allowed to stir for 20 minutes at -5°C before saturated NH4OH (15 mL) was added. The solution was allowed to stir at room temperature for 18 hours, volatiles were removed, and the resulting residue was taken up in EtOAc (180 mL). The undissolved white precipitate was filtered off and rinsed with EtOAc (100 mL). The organic layers were dried over Na2SO4 and concentrated in vacuo to provide the desired product (13.5 g) as off-white amorphous solid (Int-13b). MS (ESI) m/e (M+H+): 249
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