1361-50-8
1361-50-8 Basic information
- Product Name:
- 1361-50-8
- Synonyms:
-
- Taxine B
- 1361-50-8
- Benzenepropanoic acid, β-(dimethylamino)-, (3S,4aR,5S,6R,11R,12R,12aR)-11-(acetyloxy)-1,2,3,4,4a,5,6,7,8,11,12,12a-dodecahydro-5,6,12-trihydroxy-9,12a,13,13-tetramethyl-4-methylene-8-oxo-6,10-methanobenzocyclodecen-3-yl ester, (βS)-
- Valine Impurity 64
- CAS:
- 1361-51-9
- MF:
- C33H45NO8
- MW:
- 583.7123
- Mol File:
- 1361-51-9.mol
1361-50-8 Chemical Properties
- Melting point:
- l13-5°C (approx.)
- Boiling point:
- 676.9±55.0 °C(Predicted)
- Density
- 1.25±0.1 g/cm3(Predicted)
- solubility
- Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.63±0.70(Predicted)
- color
- White to Off-White
- Stability:
- Hygroscopic
1361-50-8 Usage And Synthesis
Description
A constituent of Taxus baccata, this alkaloid is amorphous and has [α]20D + 119° (CHC13). The hydrochloride is also amorphous with no definite melting point. The nitrate, however, can be crystallized from Et20-isopropanol, m.p. 190°C. The base yields a diacetyl derivative which, although amorphous when obtained from aqueous solution, m.p. 92°C, forms colourless crystals from EtOH, m.p. 161.5°C. This latter base has [α]20Do + 106.7° (c 2.0, CHC1 3) and gives a crystalline hydrochloride from EtOH containing solvent of crystallization, m.p. 168-l70°C; nitrate as colourless needles or plates from EtOH, m.p. 141.5°C and the methiodide, m.p. 197°C. The structure of the alkaloid is that of Taxine I (q.v.) minus two acetyl groups.
Uses
Taxine B is a toxic pyrrolizidine alkaloid obtained from rhodadendron and ragwort plants decomposition. An impurity in the biosynthesis of Paclitaxel (P132500)
References
Harrison, Scrowston, Lythgoe., 1. Chern. Soc., C, 1933 (1966)