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Chemical Structure| 47004-38-6 Chemical Structure| 47004-38-6

Structure of 47004-38-6

Chemical Structure| 47004-38-6

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Product Details of [ 47004-38-6 ]

CAS No. :47004-38-6
Formula : C16H17NO2
M.W : 255.31
SMILES Code : O=C(OCC1=CC=CC=C1)[C@H](N)CC2=CC=CC=C2

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Application In Synthesis of [ 47004-38-6 ]

* 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 [ 47004-38-6 ]

[ 47004-38-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 47004-38-6 ]
  • (D-F)3-OBn [ No CAS ]
  • [ 58607-69-5 ]
  • D-Phe-D-Phe-OBn [ No CAS ]
  • [ 1021171-64-1 ]
  • 2
  • [ 47004-38-6 ]
  • [ 58607-69-5 ]
  • [ 1021171-64-1 ]
  • 3
  • [ 21156-62-7 ]
  • [ 47004-38-6 ]
  • [ 58607-69-5 ]
  • Ac-D-Phe-D-Phe [ No CAS ]
  • 4
  • [ 47004-38-6 ]
  • [ 58607-69-5 ]
  • 5
  • [ 13734-31-1 ]
  • [ 47004-38-6 ]
  • C25H32N2O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 6-chloro-1-hydroxybenzotriazole; In tetrahydrofuran; dichloromethane; at 0 - 20℃; The tosylate salt of H-(D)Phe-OHn was dissolved in an aqueous solution of 1 M Na2CO3 and the aqueous solution extracted with AcOEt (3x). The combined organic phases were extracted with brine, dried over Mg504, filtered and concentrated under reduced pressure. The free amine H-(D)Phe-OHn was recovered in 90% yield. To a solution, of H-(D)Phe-OHn (3.0 g, 11.76 mmol, 1.0 eq) in THF/ CH2C12 1/1 (60 mE) were added Hoc-(D)NMeA1a-OH (2.5 g, 12.35 mmol, 1.05 eq), 6-Cl HOSt (2.0 g, 11.76 mmol, 1.0 eq) and DIPEA (10.2 mE, 58.8 mmol, 5.0 eq). The mixture was cooled to 0 C. and EDCI (2.48.g, 12.94 mmol, 1.1 eq) was added. The mixture, was stirred 1 h at 0 C. and at room temperature 0/N. Solvent was evaporated under reduced pressure and the residue dissolved in AcOEt. The organic phase was washed sequentially with an aqueous 1 M solution of citrate buffer (pH 3.5, 2x), an aqueous solution of saturated NaHCO3 (2x) and brine (lx). The organic phase was dried over Mg504, filtered and concentrated under reduced pressure. The dipeptide was obtained as a yellow oil and used as obtained for the next step (5.3 g, 100%). The dipeptide was dissolved in a solution of HC1/dioxane (4 M, 30 mE, 10 eq), 50 mE of dioxane were then added to facilitate the agitation and the mixture stirred for 1 hat room temperature; a heterogeneous solution was obtained. The mixture was concentrated under reduced pressure and dried further on mechanical vacuum pump. The dipeptide hydrochloride salt ES 1-6 was obtained as pale yellow solid (4.4 g, 100%).
 

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