Reacción #2069936

ord-2fd9e87fcd90447a829af0e740da533e

Ecuación de reacción

O=C1N[C@H]2[C@@H]3OP(=O)([O-])O[C@@H]3[C@@H](O)[C@H](O)[C@@H]2c2cc3c(c(O)c21)OCO3.[Na+]
Sodium pancratistatin 3,4-cyclic phosphate
O
water
→
O=C1N[C@H]2[C@H](OP(=O)(O)O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]2c2cc3c(c(O)c21)OCO3
Pancratistatin 4-O-phosphoric Acid

Reactantes

O=C1N[C@H]2[C@@H]3OP(=O)([O-])O[C@@H]3[C@@H](O)[C@H](O)[C@@H]2c2cc3c(c(O)c21)OCO3.[Na+]
Sodium pancratistatin 3,4-cyclic phosphate
O
water

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadoeluted through a column
  2. 2
    workup.ADDITIONcontaining Amberlite IR 120 (H+) resin
  3. 3
    Otrofreeze dried
  4. 4
    workup.WAITto be unstable and decomposed over several days

Procedimiento

Sodium pancratistatin 3,4-cyclic phosphate (5a, 0.0165 g, 0.04 mmol) was dissolved in water (1 ml) and eluted through a column containing Amberlite IR 120 (H+) resin. The uv active fractions were combined and freeze dried, 0.011 g, 69%, mp. 150° C. (dec). The material was found to be unstable and decomposed over several days. 1H NMR (DMSO-d6, 300 MHz) δ 12.9 (s, 1H), 8.12 (s, 1H), 6.49 (s, 1H), 6.04-6.02 (m, 2H), 4.43 (m, 1H), 4.30 (m, 1H), 3.98-3.87 (m, 3H), 3.07-3.01 (m, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07541346B2uspto-grants-2009_06