Syntheses of alkylated malonates on a traceless linker derived soluble polymer support

Tetrahedron Letters

Volumn 38, Issue 31, 1997, Pages 5437-5440

  Zhao, Xu Yang ^a   Janda, Kim D ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MACROGOL; MALONIC ACID DERIVATIVE; POLYMER;

ALKYLATION; ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030792355     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01216-1     Document Type: Article

References (11)

1. (a) Jung, K. W.; Zhao, X.; Janda, K. D. Tetrahedron Lett. 1996, 37, 6491.
2. (b) Jung, K. W.; Zhao, X.; Janda, K. D. Tetrahedron 1997, 53, 6645.
3. (c) Zhao, X.; Jung, K. W.; Janda, K. D. Tetrahedron Lett. 1997, 38, 977.
4. Available from Shearwater Polymers, $300/5g.
5. Available from Aldrich, $55.50/500g.
6. 3): δ 3.08 (s, 3 H), 3.37 (s, 3 H), 3.47-3.79 (m, PEG), 4.37 (t, J=4.5 Hz, 2 H).
7. 2O. The resulting white solid was filtered, washed with ether and dried in vacua.
8. 2O. The resulting white solid was filtered, washed with ether and dried in vacua.
9. The Organic Chemistry of Drug Synthesis; Lednicer, D.; Mitscher, L. A.; Eds.; John Wiley and Sons, New York, Vol. 1, 1977 and Vol. 2, 1980.
10. 3): δ 1.71 (m, 2 H), 1.98 (m, 2 H), 2.83 (t, J=5.8 Hz, 2 H), 3.37 (s, 3 H), 3.45-3.96 (m, PEG and CH2Br), 4.11 (t, J=5.0 Hz, 2 H), 6.85 (d, J=8.8 Hz, 2 H), 7.32 (d, J=8.8 Hz, 2 H).
11. 3)2), 4.10 (t, J=5.3 Hz, 2 H), 6.84 (d, J=8.8 Hz, 2 H), 7.30 (d, J=8.8 Hz, 2 H).