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[ CAS No. 1194059-42-1 ] {[proInfo.proName]}

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Chemical Structure| 1194059-42-1
Chemical Structure| 1194059-42-1
Structure of 1194059-42-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1194059-42-1 ]

CAS No. :1194059-42-1 MDL No. :MFCD28502697
Formula : C12H21NO5 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 259.30 Pubchem ID :-
Synonyms :

Safety of [ 1194059-42-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1194059-42-1 ]

* 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.

  • Downstream synthetic route of [ 1194059-42-1 ]

[ 1194059-42-1 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 487048-28-2 ]
  • [ 1194059-42-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C 1.2: 12 h / 20 °C 2.1: water; sodium hydroxide / tert-Amyl alcohol / 5.25 h / 0 °C / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice 4.1: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
Multi-step reaction with 3 steps 1.1: hydrogenchloride / 1,4-dioxane; methanol / 16 h / 20 °C 1.3: 12 h / 20 °C 2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C 3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C 3.2: 2 h / 0 °C
Multi-step reaction with 3 steps 1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C 1.2: 12 h / 20 °C 2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C 3.1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C 3.2: 2 h / 0 °C
  • 2
  • [ 1717-59-5 ]
  • [ 1194059-42-1 ]
  • [ 1378392-78-9 ]
YieldReaction ConditionsOperation in experiment
61% With copper(l) iodide; In acetonitrile; at 45℃; for 1h; A 100 mL round-bottom flask was charged with (2 S, 4 S)-l -tert-butyl 2-methyl 4- (hydroxymethyl)pyrrolidine-l ,2-dicarboxylate (3.33 g, 12.84 mmol), Cul (0.489 g, 2.56 mmol), and anhydrous acetonitrile (57.1 mL). The reaction was heated to 45 C (ext. oil bath). 2,2-difluoro-2- (fluorosulfonyl)acetic acid (2.655 mL, 25.68 mmol) was added at 45 C over 30 minutes via syringe pump. The reaction was heated for 30 minutes. Upon completion as monitored by TLC, the reaction mixture was cooled to room temperature and concentrated in vacuo. The crude residue was diluted in EtOAc and washed with sodium bicarbonate (aq). The bicarbonate layer was back extracted with ethyl acetate twice. Combined organic layers were washed with brine, dried over sodium sulphate, filtered and concentrated. The resulting residue was further purified via silica gel chromatography (10 to 40 % EtOAc/Hexanes) to afford (2 S, 4 S)-l -tert-butyl 2-methyl 4- ((difluoromethoxy)methyl)pyrrolidine-l ,2-dicarboxylate (2.41 g, 61%). MS (ESI) m/z 210.21 [M + H - Boc]+.
61% With copper(l) iodide; In acetonitrile; at 45℃; for 1h; A 100 mL round-bottom flask was charged with (2S,4S)-1-tert-butyl 2-methyl 4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate (3.33 g, 12.84 mmol), CuI (0.489 g, 2.56 mmol), and anhydrous acetonitrile (57.1 mL). The reaction was heated to 45 C. (ext. oil bath). <strong>[1717-59-5]2,2-difluoro-2-(fluorosulfonyl)acetic acid</strong> (2.655 mL, 25.68 mmol) was added at 45 C. over 30 minutes via syringe pump. The reaction was heated for 30 minutes. Upon completion as monitored by TLC, the reaction mixture was cooled to room temperature and concentrated in vacuo. The crude residue was diluted in EtOAc and washed with sodium bicarbonate (aq). The bicarbonate layer was back extracted with ethyl acetate twice. Combined organic layers were washed with brine, dried over sodium sulphate, filtered and concentrated. The resulting residue was further purified via silica gel chromatography (10 to 40% EtOAc/Hexanes) to afford (2S,4S)-1-tert-butyl 2-methyl 4-((difluoromethoxy)methyl)pyrrolidine-1,2-dicarboxylate (2.41 g, 61%). MS (ESI) m/z 210.21 [M+H-Boc]+
  • 3
  • [ 1194059-42-1 ]
  • [ 1377049-84-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 9 steps 1: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice 2: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C 3: caesium carbonate / 4 h / 20 °C 4: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C 5: caesium carbonate / 20 h / 50 °C 6: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C 7: manganese(IV) oxide / dichloromethane / 13 h 8: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C 9: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-​2-​ethoxy-​2-​oxoethylidenaminooxy)​dimethylamino-​morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
Multi-step reaction with 8 steps 1.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C 2.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C 3.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C 4.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C 5.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C 6.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C 7.1: manganese(IV) oxide / dichloromethane / 13 h 8.1: hydrogenchloride / ethanol / 3 h / 50 °C 8.2: 2 h / 20 °C
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