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CS-W001157 4
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(3(3)R,3(5)S,9(1)R,9(2)R,5S)-5-(tert-Butyl)-1(7)-methoxy-4,7-dioxo-2,8-dioxa-6-aza-1(2,3)-quinoxalina-3(3,1)-pyrrolidina-9(1,2)-cyclopropanacyclotetradecaphane-3(5)-carboxylic acid

  • CAS No. 1206524-85-7

  • Cat. No. CS-M2339
  • Molecule weight554.63
  • Purity≥98%
  • MDL No.MFCD31561044

*For research and further manufacturing use only, not for direct human use.

(3(3)R,3(5)S,9(1)R,9(2)R,5S)-5-(tert-Butyl)-1(7)-methoxy-4,7-dioxo-2,8-dioxa-6-aza-1(2,3)-quinoxalina-3(3,1)-pyrrolidina-9(1,2)-cyclopropanacyclotetradecaphane-3(5)-carboxylic acid|CS-M2339

Structure of 1206524-85-7

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General Information

  • CAS No. 1206524-85-7
  • Cat. No. CS-M2339
  • Purity ≥98%
  • MDL No. MFCD31561044
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₉H₃₈N₄O₇
  • Molecular Weight 554.63
  • Synonym(s) S1492_Selleck
  • SMILES COC1=CC=C2N=C(C(O[C@H]3CN4[C@@H](C3)C(O)=O)=NC2=C1)CCCCC[C@@H]5C[C@H]5OC(N[C@H](C4=O)C(C)(C)C)=O

Description

This complex quinoxaline derivative features a rigid, polycyclic scaffold with multiple stereocenters and a methoxy-substituted dioxo moiety. The tert-butyl group enhances steric bulk and solubility, while the carboxylic acid enables conjugation or derivatization. Designed for high structural fidelity in advanced synthetic applications, this compound serves as a key intermediate in medicinal chemistry campaigns requiring precise stereochemical control and functional group compatibility.

Application

This complex polycyclic carboxylic acid serves as a robust scaffold for medicinal chemistry exploration, featuring multiple stereocenters and orthogonal functional groups enabling selective derivatization. Its bench-stable, crystalline nature facilitates purification and handling, while the carboxylic acid and methoxy functionalities enable diverse conjugation strategies. The structure supports modular synthesis of bioactive analogs via standard peptide coupling and reductive amination protocols.

Synthesis

  • Route1
    • null|null
      1206524-84-6
    • ~99%
    • In-stock
      (3(3)R,3(5)S,9(1)R,9(2)R,5S)-5-(tert-Butyl)-1(7)-methoxy-4,7-dioxo-2,8-dioxa-6-aza-1(2,3)-quinoxalina-3(3,1)-pyrrolidina-9(1,2)-cyclopropanacyclotetradecaphane-3(5)-carboxylic acid|CS-M2339
      1206524-85-7

    References

    • Harper, Steven; McCauley, John A.; Rudd, Michael T.; Ferrara, Marco; DiFilippo, Marcello; Crescenzi, Benedetta; Koch, Uwe; Petrocchi, Alessia; Holloway, M. Katharine; Butcher, John W.; Romano, Joseph J.; Bush, Kimberly J.; Gilbert, Kevin F.; McIntyre, Charles J.; Nguyen, Kevin T.; Nizi, Emanuela; Carroll, Steven S.; Ludmerer, Steven W.; Burlein, Christine; Dimuzio, Jillian M.; Graham, Donald J.; McHale, Carolyn M.; Stahlhut, Mark W.; Olsen, David B.; Monteagudo, Edith; Cianetti, Simona; Giuliano, Claudio; Pucci, Vincenzo; Trainor, Nicole; Fandozzi, Christine M.; Rowley, Michael; Coleman, Paul J.; Vacca, Joseph P.; Summa, Vincenzo; Liverton, Nigel J. ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 4 p. 332 - 336
  • Route2

    References

    • Kuethe, Jeffrey; Zhong, Yong-Li; Yasuda, Nobuyoshi; Beutner, Gregory; Linn, Katherine; Kim, Mary; Marcune, Benjamin; Dreher, Spencer Douglas; Humphrey, Guy; Pei, Tao Organic Letters, 2013 , vol. 15, # 16 p. 4174 - 4177
  • Route3

    References

    • Kuethe, Jeffrey; Zhong, Yong-Li; Yasuda, Nobuyoshi; Beutner, Gregory; Linn, Katherine; Kim, Mary; Marcune, Benjamin; Dreher, Spencer Douglas; Humphrey, Guy; Pei, Tao Organic Letters, 2013 , vol. 15, # 16 p. 4174 - 4177

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   140.18
  • LogP   3.7172
  • H_Acceptors   8
  • H_Donors   2
  • Rotatable_Bonds   2

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