lycopodine
- Product Name
- lycopodine
- CAS No.
- 466-61-5
- Chemical Name
- lycopodine
- Synonyms
- lycopodine;(15R)-15-Methyllycopodan-5-one;1,9-Ethanobenzo[i]quinolizin-14-one, dodecahydro-11-methyl-, (1S,8aR,9S,11R,12aR)-
- CBNumber
- CB41480614
- Molecular Formula
- C16H25NO
- Formula Weight
- 247.38
- MOL File
- 466-61-5.mol
lycopodine Property
- Melting point:
- 114-115°; mp (racemate) 130-131°
- alpha
- D -24° (alc)
- Boiling point:
- 125 °C(Press: 0.2 Torr)
- Density
- 1.18 g/cm3
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 9.36±0.40(Predicted)
- optical activity
- -24.521 (c 1.1, ethanol)
N-Bromosuccinimide Price
- Product number
- PXT0002176
- Product name
- LYCOPODINE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $499.47
- Updated
- 2021/12/16
lycopodine Chemical Properties,Usage,Production
Description
This alkaloid has, so far, been discovered in all Lycopodium species with the
exception of L. saururus Lam. It was first obtained by B6deker who assigned to
it the formula C32Hs203N2, altered to that given by Achmatowicz and Uzieblo
and confirmed by Manske and Marion. It forms colourless prisms from Et20 and
has [α]20D - 9.01 ° (Me2CO). It yields crystalline salts and derivatives: the perchlorate, m.p. 276°C; methochloride, m.p. 238-240°C, methiodide, m.p. 335-
7°C and a hydrazone, mop. 20B-2l0°C. According to Bodeker it also yields a
crystalline hydrochloride and aurichloride.
Even under pressure at 200°C in the presence of Raney Ni, the base cannot be
hydrogenated. On selenium dehydrogenation, a complex mixture of bases is
formed from which 7 -methylquinoline and 5:7 -dimethylquinoline have been
identified. 7 -methylquinoline is also stated to be formed when the base is heated
with palladium as catalyst. A stereospecific total synthesis of the (±)-form has
been described.
Definition
ChEBI: Lycopodine is a quinolizidine alkaloid. It derives from a hydride of a lycopodane.
References
Bodeker., Annalen., 208,363 (1881)
Achmatowicz, Uzieblo., Rocz. Chern., 18,89 (1938)
Manske, Marion., Can. 1. Res., 20B, 87 (1942)
Marion, Manske., ibid, 20B, 153 (1942)
Manske, Marion., 1. Arner. Chern. Soc., 69,2126 (1947)
Anet., Tetrahedron Lett., 20, 13 (1960)
Harrison et al., Can. 1. Chern., 39,2086 (1961)
lycopodine Preparation Products And Raw materials
Raw materials
Preparation Products
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