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Chemical Structure| 200184-45-8 Chemical Structure| 200184-45-8

Structure of 200184-45-8

Chemical Structure| 200184-45-8

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Product Details of [ 200184-45-8 ]

CAS No. :200184-45-8
Formula : C9H15NO3
M.W : 185.22
SMILES Code : O=C(N1[C@H](C=O)CC1)OC(C)(C)C

Safety of [ 200184-45-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 200184-45-8 ]

* 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 [ 200184-45-8 ]

[ 200184-45-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 161511-85-9 ]
  • [ 200184-45-8 ]
YieldReaction ConditionsOperation in experiment
100% With Dess-Martin periodane; In dichloromethane; at 20℃; for 2h; Dess-Martin periodinane [87413-09-0] (30 g, 1.3 eq.) was added to a stirred solution of (S)-1-Boc-2-azetidinemethanol [161511-85-9] (10 g, 53.4 mmol) in DCM (250 mL) at 0 C. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was quenched by the addition of a solution of sodium thiosulfate in a saturated aqueous NaHCCb solution. The resulting mixture was stirred vigorously for 15 min. The resulting suspension was filtered over a pad of Celite. The filter pad was washed with dichloromethane. The combined filtrate was separated, and the aqueous layer was extracted with DCM (2x). The combined organic layer was washed twice with saturated aqueous NaHCCh, dried with MgSCri, and filtered. The solvents of the filtrate were evaporated to give 10.17 g of Intermediate 1 (quantitative) as an oil, used without further purification.
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; In dichloromethane; at 0 - 20℃; for 0.5h; To a stirred solution of (ri)-l-Boc-2-azetidinem ethanol (CAS [161511-85-9]) (3.60 g, 19.2 mmol) in 30 mL of anhydrous DCM was added trichloroisocyanuric acid (4.47 g, 19.2 mmol). The resulting mixture was cooled to 0 C prior to portionwise addition of TEMPO (30.0 mg, 0.192 mmol). The ice-bath was removed and the mixture was stirred 30 min at room temperature. EtOAc (50 mL) was added. After 10 min of stirring, the mixture was filtered over celite and washed with EtOAc. The organic layer was washed with sat. Na2CO3 sol. (2 x 50 mL), 0.5 M HC1 sol. (30 mL) and brine (3 x 30 mL), dried (Na2S04), filtered off and evaporated under reduced pressure to afford the crude Intermediate 22 (3.5 g, yield 99%) which was used as such for the next step.
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; In dichloromethane; at 0 - 20℃; for 0.5h; To a stirred solution of (ri)-l-Boc-2-azetidinem ethanol (CAS [161511-85-9]) (3.60 g, 19.2 mmol) in 30 mL of anhydrous DCM was added trichloroisocyanuric acid (4.47 g, 19.2 mmol). The resulting mixture was cooled to 0 C prior to portionwise addition of TEMPO (30.0 mg, 0.192 mmol). The ice-bath was removed and the mixture was stirred 30 min at room temperature. EtOAc (50 mL) was added. After 10 min of stirring, the mixture was filtered over celite and washed with EtOAc. The organic layer was washed with sat. Na2CO3 sol. (2 x 50 mL), 0.5 M HC1 sol. (30 mL) and brine (3 x 30 mL), dried (Na2S04), filtered off and evaporated under reduced pressure to afford the crude Intermediate 22 (3.5 g, yield 99%) which was used as such for the next step.
 

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