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Chemical Structure| 952729-12-3 Chemical Structure| 952729-12-3

Structure of 952729-12-3

Chemical Structure| 952729-12-3

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Product Details of [ 952729-12-3 ]

CAS No. :952729-12-3
Formula : C28H28N2O6
M.W : 488.53
SMILES Code : O=C(O)[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCCNC(OCC4=CC=CC=C4)=O

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Application In Synthesis of [ 952729-12-3 ]

* 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 [ 952729-12-3 ]

[ 952729-12-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 16937-91-0 ]
  • [ 28920-43-6 ]
  • [ 952729-12-3 ]
YieldReaction ConditionsOperation in experiment
With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; In dichloromethane; Example 74A N5-[Benzyloxycarbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-ornithine N5-[(Benzyloxy)carbonyl]-D-ornithine (3.8 g, 14.27 mmol) [Ulhaq, Saraj et al.; Bioorg. Med. Chem.; EN; 7; 9; 1999; 1787-1796] is provided in dichloromethane (190 ml), DIEA (2.4 ml, 1.8 g, 17.27 mmol, 1 eq.) and chlorotrimethylsilane (3.6 ml, 3.1 g, 28.53 mmol, 2 eq.) are added, and the mixture is stirred under reflux overnight. The reaction is cooled (0 C.) and DIEA (4.7 ml, 3.7 g, 28.54 mmol, 2 eq.) again and (9-fluorenylmethyl) chloroformate (3.7 g, 14.27 mmol, 1 eq.) are added, and the mixture is warmed to RT and stirred at this temperature overnight. For the workup, the reaction is diluted with dichloromethane and washed with a 10% aq. citric acid solution, the organic phase is dried over sodium sulfate, the solvent is removed on a rotary evaporator and the mixture is dried in vacuo. 6.5 g (93.2% of theory) of the title compound are obtained. LC-MS (Method 18): Rt=2.57 min; MS (ESIpos): m/z (%)=489 (100) [M+H]+, 977 (100) [2M+H]+; MS (ESIneg.): m/z (%)=487 (80) [M-H]-, 975 (100) [2M-H]-.
  • 2
  • [ 16937-91-0 ]
  • [ 82911-69-1 ]
  • [ 952729-12-3 ]
 

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