Lurtotecan

Lurtotecan

Identifiers
CAS Registry Number	149882-10-0 N
ChEMBL	ChEMBL305666 Y
ChemSpider	54919 Y
InChI InChI=1S/C28H30N4O6/c1-3-28(35)20-11-22-25-18(14-32(22)26(33)19(20)15-38-27(28)34)17(13-31-6-4-30(2)5-7-31)16-10-23-24(12-21(16)29-25)37-9-8-36-23/h10-12,35H,3-9,13-15H2,1-2H3/t28-/m0/s1 Y Key: RVFGKBWWUQOIOU-NDEPHWFRSA-N Y InChI=1/C28H30N4O6/c1-3-28(35)20-11-22-25-18(14-32(22)26(33)19(20)15-38-27(28)34)17(13-31-6-4-30(2)5-7-31)16-10-23-24(12-21(16)29-25)37-9-8-36-23/h10-12,35H,3-9,13-15H2,1-2H3/t28-/m0/s1 Key: RVFGKBWWUQOIOU-NDEPHWFRBI
Jmol-3D images	Image
PubChem	60956
SMILES O=C2OCC=1C(=O)N6/C(=C\C=1[C@@]2(O)CC)c5nc4cc3OCCOc3cc4c(c5C6)CN7CCN(C)CC7
Properties
Chemical formula	C28H30N4O6
Molar mass	518.561 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

Lurtotecan is an analogue of camptothecin.

Synthesis

Lurtotecan synthesis:^[1]

• Potassium osmate
• Sharpless asymmetric dihydroxylation
• Heck reaction
• Swern oxidation
• Mitsunobu reaction

References

1. ↑ Fang, F. G.; Bankston, D. D.; Huie, E. M.; Ross Johnson, M.; Kang, M. C.; Lehoullier, C. S.; Lewis, G. C.; Lovelace, T. C.; Lowery, M. W.; McDougald, D. L.; Meerholz, C. A.; Partridge, J. J.; Sharp, M. J.; Xie, S. (1997). "Convergent catalytic asymmetric synthesis of camptothecin analog GI147211C". Tetrahedron 53 (32): 10953. doi:10.1016/S0040-4020(97)00357-8.