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Chemical Structure| 208772-42-3 Chemical Structure| 208772-42-3

Structure of 208772-42-3

Chemical Structure| 208772-42-3

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Product Details of [ 208772-42-3 ]

CAS No. :208772-42-3
Formula : C14H15NO4
M.W : 261.27
SMILES Code : O=C(O)C1C=CC2C=CN(C(=O)OC(C)(C)C)C=2C=1
MDL No. :MFCD24469883
InChI Key :BHQXLSBHVKFYJK-UHFFFAOYSA-N
Pubchem ID :22344502

Safety of [ 208772-42-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 208772-42-3 ]

* 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 [ 208772-42-3 ]

[ 208772-42-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 208772-42-3 ]
  • [ 550378-39-7 ]
  • [ 400653-25-0 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In DMF (N,N-dimethyl-formamide); at 20℃; for 24.0h; 1-Cbz-3S-[[1-(t-butyloxycarboxy)indol-6-yl]carbonyl]-aminopyrrolidine [CHEMMOL-00020] [0247] To a solution of the compound from Part B (6.95 g, 21.7 mmol) in glacial HOAc (40 mL) was added anisole (4 mL), and HCl gas was bubbled into reaction for 20 min. The reaction solvent was removed in vacuo and the residue was triturated with Et2O (200 mL). The solid was filtered and dried to give 5.7 g of <strong>[550378-39-7]1-Cbz-3S-aminopyrrolidine hydrochloride</strong> salt. [0248] To a solution of the hydrochloride salt (0.49 g, 1.91 mmol) in DMF (20 mL) was added 1-t-butyloxycarbonylindole-6-carboxylic acid (0.5 g, 1.91 mmol), diisopropylethylamine (0.33 mL, 1.91 mmol), HOBt (0.26 g, 1.91 mmol), and DCC (0.4 g, 1.91 mmol). The reaction was stirred for 24 h at room temperature. The resultant precipitate was removed by filtration, and the mother liquor was concentrated in vacuo to an oil. The resultant oil was dissolved in EtOAc (250 mL) and washed sequentially with 1 N NaHCO3, water, 1.5 N citric acid, and water. The organic layer was dried (MgSO4) and evaporated in vacuo to an amorphous solid of the crude title compound (0.87 g, 98%). [0249] TLC Rf (D) 0.64; [0250] MS 464 (M+H)+.; 1-Cbz-3S-[[1-(t-Butyloxycarbonyl)indol-6-yl]carbonyl]-aminopyrrolidine [0331] The title compound was prepared according to the procedure described in Example 2C.
 

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