13-04647. Helminthosporol [Archived]

Nomenclature

CAS number: 1619-29-0
(1R,4R,5S,8S)-8-(Hydroxymethyl)-1,7-dimethyl-4-(1-methylethyl)bicyclo[3.2.1]oct-6-ene-6-carboxaldehyde; 8-(hydroxymethyl)-4-isopropyl-1,7-dimethylbicyclo[3.2.1]oct-6-ene-6-carboxaldehyde.
C15H24O2; mol wt 236.35.
C 76.23%, H 10.24%, O 13.54%.

Description and references

A plant-growth regulator isolated from Helminthosporium sativum as ()-form. Prepn: Tamura et al., Agric. Biol. Chem. 29, 216 (1965); Tamura, Sakurai, ibid. 28, 337 (1964); Tamura et al., ibid. 27, 738 (1963). Synthesis of (+)-form: E. Piers, H. P. Isenring, Can. J. Chem. 55, 1039 (1977).

Chemical structure

Properties

Crystals from n-hexane, mp 98°. [α]D23 28.7° (c = 1.93 in CHCl3). uv max (ethanol): 267 nm.

Status

This monograph has been retired and is no longer subject to revision or update.