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Chemical Structure| 30845-22-8 Chemical Structure| 30845-22-8

Structure of 30845-22-8

Chemical Structure| 30845-22-8

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Product Details of [ 30845-22-8 ]

CAS No. :30845-22-8
Formula : C19H29NO5
M.W : 351.44
SMILES Code : O=C(OC)[C@@H](NC(OC(C)(C)C)=O)CC1=CC=C(OC(C)(C)C)C=C1
MDL No. :MFCD27578220

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Application In Synthesis of [ 30845-22-8 ]

* 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 [ 30845-22-8 ]

[ 30845-22-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 47375-34-8 ]
  • [ 74-88-4 ]
  • [ 30845-22-8 ]
YieldReaction ConditionsOperation in experiment
98% With potassium carbonate; In acetone; at 20℃; for 16h; Boc-Tyr(tBu)-OH (4.00g, 11.8mmol) and K2CO3 (2.40g, 17.8mmol) were dissolved in acetone (40mL). Methyl iodide (1.47mL, 23.6mmol) was added and the reaction was stirred for 16h at rt. The mixture was concentrated under vacuum and dissolved in EtOAc (50mL). The organic phase was washed with water (30mL) and with a saturated NaHCO3 solution (2 x 30mL). The organic phase was dried (MgSO4) and concentrated under vacuum. The title product was obtained as a white solid (4.08g, 98%).1H NMR (300 MHz, CDCl3) (ppm) 7.00 (d, 2H, J = 8.5 Hz), 6.90 (d, 2H, J = 8.5 Hz), 4.96 (br, 1H), 4.56 (br, 1H), 3.68 (s, 3H), 3.04-2.99 (m, 2H), 1.40 (s, 9H), 1.32 (s, 9H). 13C NMR (75 MHz, CDCl3) (ppm) 172.3, 155.0, 154.2, 130.9, 129.6, 124.0, 79.5, 78.1, 54.5, 51.9, 37.5, 28.7, 28.2. IR (NaCl) (cm-1)3435, 2975, 1715, 1502, 1368. LRMS (m/z, relative intensity) 351 (M+, 4), 296 (33), 178 (100), 107 (19). HRMS calculated for C19H29N1O5: 351.2046, found: 351.2053. []D20 +43.80 (c = 1.50, CHCl3)
97% With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 0.5h; N-Boc-O-tert-butyl-L-tyrosine (3.37 g, 10 mmol) and potassium carbonate (2.07 g, 15 mmol) were dissolved in 30 mL of DMF. With stirring, 0.75 mL of methyl iodide was added dropwise. After reacting for half an hour at room temperature, the TLC test material disappeared. The oil pump was taken out of DMF, and 200 mL of ethyl acetate was added thereto, and the mixture was washed twice with water, and once with saturated brine, 30 mL each time and dried over anhydrous sodium sulfate. Concentration gave 3.41 g of white solid (yield: 97%).
 

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