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[ CAS No. 197142-36-2 ] (1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Cat. No.: A604719
Chemical Structure| 197142-36-2
Chemical Structure| 197142-36-2
Structure of 197142-36-2 * Storage: Sealed in dry,2-8°C
Purity Size Price USA Stock *0-1 Day Global Stock *5-7 Days Quantity
98% 100mg $108.00 Inquiry Inquiry
98% 250mg $163.00 Inquiry Inquiry
98% 1g $423.00 Inquiry Inquiry
98% 5g $1481.00 Inquiry Inquiry

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Product Details of [ 197142-36-2 ]

CAS No. :197142-36-2 MDL No. :MFCD08691404
Formula : C11H17NO4 Boiling Point : No data available
Linear Structure Formula :- InChI Key :VXIIZQXOIDYWBS-FXQIFTODSA-N
M.W : 227.26 Pubchem ID :11138865
Synonyms :

Safety of [ 197142-36-2 ]

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

Application In Synthesis of [ 197142-36-2 ]

* 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 [ 197142-36-2 ]

[ 197142-36-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 89466-16-0 ]
  • [ 197142-36-2 ]
  • tert-butyl (1S,3S,5S)-3-((6-bromo-3-methylpyridin-2-yl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
302 mg With pyridine; trichlorophosphate; In dichloromethane; at 0℃; for 4h; In a pre-dried flask, (1S,3S,5S)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (228 mg, 1.0 mmol), <strong>[89466-16-0]6-bromo-3-methylpyridin-2-amine</strong> (188 mg, 1.0 mmol) are placed, and then anhydrous DCM (15 mL) was added. The flask was placed in an ice bath. To the solution, dry pyridine (0.25 mL, 3.0 mmol) was added in one portion, followed by addition of POCl3(100 muL, 1.0 mmol). After completion of addition, the mixture was stirred for 4 hours at 0° C., and then the reaction was quenched with water (15 mL). The DCM layer was collected and the aqueous phase was extracted with DCM (15 mL×2). The combined DCM solution was washed with brine, and dried over MgSO4. The solution was filtered and concentrated; the resulting residue was purified to give 302.0 mg pure product.1H NMR (400 MHz, DMSO-d6): (major rotamer) delta 0.62-0.64 (m, 1H), 0.97 (s, br, 1H), 1.34 (s, 9H), 1.49-1.58 (m, 1H), 1.90-1.96 (m, 1H), 2.10 (s, 3H), 2.54-2.69 (m, 1H), 3.37-3.41 (m, 1H), 4.66 (t, J=11.2 Hz, 1H), 7.43 (d, J=7.6 Hz, 1H), 7.63 (t, J=7.6 Hz, 1H), 10.31 ppm. LC (method A): tR=2.01 min. LC/MS (EI) m/z: [M+H]396.15, 398.25
  • 2
  • [ 33209-01-7 ]
  • [ 197142-36-2 ]
  • (1S,3S,5S)-3-(((2S,3R)-1-amino-3-hydroxy-1-oxobutane-2-yl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-formic acid tert-butyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
50.9% The (1S,3S,5S)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid 2a (191 mg, 0.84 mmol, the Patent application "WO2004052850" disclosed method is prepared) dissolved in 20 ml dichloromethane in, adding 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (192 mg, 1 mmol), 1-hydroxy benzotriazole (136 mg, 1 mmol) and N-methyl morpholine (0.28 ml, 2 . 52 mmol), stirring reaction for 1 hour, adding <strong>[33209-01-7]L-<strong>[33209-01-7]threonine amide hydrochloride</strong></strong> (130 mg, 0 . 84 mmol), stirring for 16 hours. The reaction solution is added in 100 ml dichloromethane, for 1 M salt is washed with an acid (20 ml), the organic phase is dried with anhydrous sodium sulfate, filtered, the filtrate is concentrated under reduced pressure, with silica gel column chromatography using eluent system A purifying the obtained residue, to obtain the title product 2 b (140 mg, white solid), yield: 50.9percent.
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