9486. TMD

Nomenclature

CAS number: 60761-10-6
Decahydro-1,1,4a-trimethyl-2-naphthalenol; 1,1,10-trimethyl-trans-2-decalol; 4,4,10β-trimethyl-trans-decal-3β-ol.
C13H24O; mol wt 196.33.
C 79.53%, H 12.32%, O 8.15%.

Description and references

Prepn: B. Gaspert et al., J. Chem. Soc. 1958, 624; C. Djerassi, D. Marshall, J. Am. Chem. Soc. 80, 3986 (1958); T. G. Halsall et al., J. Chem. Soc. 1959, 2798; S. L. Mukherjee, P. C. Dutta, ibid. 1960, 67. Inhibitor of cholesterol biosynthesis: J. A. Nelson et al., J. Am. Chem. Soc. 100, 4900 (1978); T.-Y. Chang et al., J. Biol. Chem. 254, 11258 (1979).

Chemical structure

Properties

Crystals, mp 60-65° (subl). Sol in alcohol; slightly sol in water.

Derivative

d-Form.

Properties

Crystals, mp 87-88° (subl). [α]D26 +15.9° (CHCl3).

Derivative

l-Form.

Properties

Crystals, mp 87-88° (subl). [α]D26 16.9° (CHCl3).