Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane

Details Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane

1983-07-28

1985-03-05

Jiles, Henry R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549299, 562598, 568819, C07D30792

Patent

active

045032408

ABSTRACT:
Process for the preparation of 8,12-epoxy-13,14,15,16-tetranorlabdane by way of converting farnesyl bromide to farnesyl cyanide, followed by the saponification of the farnesyl cyanide to homofarnesic acid which is then cyclized to norambreinolide in the presence of titanium tetrachloride, converting the norambreinolide with LiAlH.sub.4 to 8-hydroxy-13,14,15,16-tetranorlabdane-12-ol, and cyclization of the diol in the presence of POCl.sub.3 to 8,12-epoxy-13,14,15,16-tetranorlabdane. The resulting product exhibits an amber scent, used in perfumery.

REFERENCES:
patent: 3029255 (1962-04-01), Stoll
Sibiertseva et al., Chem. Abstracts, vol. 93, (1980), 114751w.
Stork et al., J.A.C.S., vol. 77, pp. 5068-5077, (1955).
Saito et al., Chemistry Letters, (1981), pp. 757-760.
Olah, Friedel-Crafts and Related Reactions, (1963), vol. I, pp. 201-202, 258, 259, 262 and 263.

Affiliated with

Also associated with

Rating

Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1735423