Tesirine intermediate-1

For research use only. Not for therapeutic Use.

  • CAT Number: I040666
  • CAS Number: 1430738-05-8
  • Molecular Formula: C28H48N2O7Si2
  • Molecular Weight: 580.86
  • Purity: ≥95%
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Tesirine intermediate-1 is the intermediate of Tesirine (HY-128952). Tesirine (SG3249), a pyrrole benzodiazepine (PBD) dimer, is a DNA small channel crosslinker with strong cytotoxicity. Tesirine can be used to synthesize Antibody-Drug Conjugates (ADCs), the warhead component of the payload is SG3199 (HY-101161), which has strong anticancer cell activity.


Catalog Number I040666
CAS Number 1430738-05-8
Synonyms

(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-1-[5-methoxy-2-nitro-4-tri(propan-2-yl)silyloxybenzoyl]pyrrolidin-3-one

Molecular Formula C28H48N2O7Si2
Purity ≥95%
InChI InChI=1S/C28H48N2O7Si2/c1-18(2)39(19(3)4,20(5)6)37-26-15-24(30(33)34)23(14-25(26)35-10)27(32)29-16-22(31)13-21(29)17-36-38(11,12)28(7,8)9/h14-15,18-21H,13,16-17H2,1-12H3/t21-/m0/s1
InChIKey IUVUOBISHKAUDN-NRFANRHFSA-N
SMILES CC(C)[Si](C(C)C)(C(C)C)OC1=C(C=C(C(=C1)[N+](=O)[O-])C(=O)N2CC(=O)CC2CO[Si](C)(C)C(C)(C)C)OC
Reference

[1]. Howard, et al. Process for the preparation of intermediates useful for the synthesis of pyrrolobenzodiazepine dimers. World Intellectual Property Organization, WO2013053872 A1. 2013-04-18.

[2]. Tiberghien AC, et al. Design and Synthesis of Tesirine, a Clinical Antibody-Drug Conjugate Pyrrolobenzodiazepine Dimer Payload. ACS Med Chem Lett. 2016;7(11):983-987. Published 2016 May 24.
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