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Chemical Structure| 945490-09-5 Chemical Structure| 945490-09-5
Chemical Structure| 945490-09-5

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Product Details of Tomaymycin DM

CAS No. :945490-09-5
Formula : C14H14N2O3
M.W : 258.27
SMILES Code : O=C1C2=CC(OC)=C(O)C=C2N=C[C@@]3([H])N1CC(C3)=C
English Name :(S)-8-Hydroxy-7-methoxy-2-methylene-1,2,3,11a-tetrahydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one
MDL No. :MFCD28716135

Safety of Tomaymycin DM

Application In Synthesis of Tomaymycin DM

* 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 [ 945490-09-5 ]

[ 945490-09-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 945490-09-5 ]
  • [ 2264091-96-3 ]
  • [ 2264093-37-8 ]
YieldReaction ConditionsOperation in experiment
64% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; 57 Preparation of compound IntB-Q16 To a solution of compound IntB-Q16-3 (200 mg, 0.55 mmol) and a PBD monomer (342.3 mg, 1.32 mmol) prepared by a similar method as described in EP 20071813614 Al in DIVIF (5 mL) was added K2C03 (183.2 mg, 1.32 mmol) at room temperature under N2 atmosphere, The mixture was stirred at room temperature for 2 hours and EA (20 mL) and water (5 mL) wereadded. The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography to obtain a compound IntB-Q8 (254 mg, 64 %).‘H NEVER (400 MHz, CDC13) (57.66 (d, J= 4.4 Hz, 2H), 7.55 (s, 3H), 7.42 (s, 2H), 6.81 (s, 2H), 5.27-5.17 (m, 8H), 4.29 (s, 4), 3.97 (s, 6H), 3.89-3.85 (m, 2H), 3.15-3.09 (m, 2H), 2.93(d, J= 16 Hz, 2H). El-MS m/z: 7l7(M’).
51% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere; 56 [1008] Preparation of Compound T-Int-1-1 [1009] To a solution of compound PBD-monomer (Reference EP20071813614 A1, 22 mg, 0.08 mmol) and compound L-4 (14 mg, 0.04 mmol) in DMF (1 mL) was added K2CO3 (12 mg, 0.08 mmol) at room temperature under N2 atmosphere. After stirring for 15 hours at room temperature, the reaction mixture was purified by HPLC (Column: Innoval ODS-2 10 um, 100 Å, 50250 mm; flow rate: 15 mL/min, A buffer 0.1% Formic acid in water/B buffer 0.1% Formic acid in ACN, method gradient, solvent A:solvent B 80:20 to 20:80, 45 minutes, wavelength 214 nm) to obtain compound T-Int-1-1 (13.8 mg, 51%). EI-MS m/z: 717 (M+1).
 

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