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[ CAS No. 82769-76-4 ] {[proInfo.proName]}

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Chemical Structure| 82769-76-4
Chemical Structure| 82769-76-4
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Product Details of [ 82769-76-4 ]

CAS No. :82769-76-4 MDL No. :MFCD01311768
Formula : C9H13NO Boiling Point : No data available
Linear Structure Formula :- InChI Key :SEQXIQNPMQTBGN-VIFPVBQESA-N
M.W : 151.21 Pubchem ID :2734520
Synonyms :

Safety of [ 82769-76-4 ]

Signal Word:Danger Class:8
Precautionary Statements:P501-P260-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405 UN#:3259
Hazard Statements:H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 82769-76-4 ]

* 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 [ 82769-76-4 ]

[ 82769-76-4 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 718611-17-7 ]
  • [ 82769-76-4 ]
YieldReaction ConditionsOperation in experiment
96% With hydrogenchloride; In 1,4-dioxane; water; In a 100 mL round bottom flask, 6 mmol / 1.51 g of the product of Example 4 was added.Add 30 mL of 1,4-dioxane,After thoroughly stirring and dissolving, 20 mL of a HCl (4M) aqueous solution was dropped into the flask,The solution was pale yellow,After the reaction of the raw materials is monitored by TLC,Extract once with 20 mL of ethyl acetate, take the aqueous phase, dropwise add NaOH (4M) aqueous solution in an ice bath,After adjusting the pH to 13, extract 3 times with 20 mL of dichloromethane.Take the organic phase, wash with saturated brine, and dry over anhydrous sodium sulfate.Preparation by flash liquid chromatography (methanol: dichloromethane = 1: 1-5: 1)Purified to obtain 0.87 g of colorless oily liquid compound 6,The yield was 96%.
0.016 g With trifluoroacetic acid; In dichloromethane; at 0 - 20℃; for 2h; To a solution of (XII) (0.030 g, 0.12 mmol) in DCM (2 mL) was added TFA (0.3 mL) drop wise at 0 C. It was kept at 0 C for half an hour and then allowed to come to room temperature and stirred for further 1.5 h. After completion (TLC), the reaction mixture was concentrated in vacuo to remove DCM and TFA. The residue was then dissolved in methanol (3 mL) and Et3N (0.016 mL, 0.12 mmol) was added and the resultant solution was passed through a short column of silica gel with methanol as an eluent. The methanol fractions were concentrated in vacuo to furnish 14 as a white hygroscopic solid (0.016 g, 89 nmax)
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  • [ 23020-15-7 ]
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  • [ 1531592-37-6 ]
  • 3
  • [ 24424-99-5 ]
  • [ 82769-76-4 ]
  • [ 718611-17-7 ]
YieldReaction ConditionsOperation in experiment
100% With triethylamine; In dichloromethane; at 0℃; for 3h; To a solution of (S)-3-amino-3-phenylpropan-1-ol (34, 4.45 g, 29.43 mmol, 1.00 equiv) and triethylamine (4.90 mL, 35.35 mmol, 1.20 equiv) in CH2Cl2(50 mL) at 0 C was added slowly a solution of di-tert-butyl dicarbonate (6.42 g, 29.42 mmol, 1.00 equiv) in CH2Cl2(15 mL) and stirred for 3 h at 0 C.After stirring the solution for 2 days at room temperature the amount of solvent was reduced to 50 %, 1 M HCl (50 mL) was added and stirred for 10 min. at room temperature. The aqueous phase was extracted with CH2Cl2and washed with water. The combined organic layers were dried over MgSO4and evaporated under reduced pressure. Purification by silica gel chromatography (c-hexane/EtOAc 3:1) gave 14 as a colourless solid (7.38 g, 29.36 mmol, 100%). Rf= 0.60 (c-hexane/EtOAc 1:1). 1H-NMR (250 MHz, CDCl3): delta = 7.34-7.19 (m, 5H), 5.05 (broad, 1 H), 4.85 (broad, 1 H), 3.66 (dd, J = 7.4, 4.0 Hz, 2 H), 2.93 (broad, 1 H), 2.10-1.97 (m, 1 H), 1.86-1.74 (m, 1 H), 1.40 (s, 9 H) ppm. 13C-NMR (63 MHz, CDCl3): delta = 155.9, 142.1, 128.2, 126.8, 126.0, 79.3, 58.7, 51.7, 38.9, 28.0 ppm. MS (ESI): m/z (%) = 252.0 (110) [M + H+]. HRMS (MALDI): calcd. for C14H22NO3 [M + H+]: 252.15942; found 252.15953. At this stage, an enantiomeric excess ? 99 % was determined by HPLC.
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  • [ 82769-76-4 ]
  • [ 135865-78-0 ]
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