Reference

A practically useful synthesis of 1,5-diketones

A practically useful synthesis of 1,5-diketones. Abe, Kyo; Okumura, Hideaki; Tsugoshi, Teruhisa; Nakamura, Nobuo (Dep. Chem., Osaka City Univ., Osaka 558, Japan). Synthesis, (7), 603-5 (English) 1984. CODEN: SYNTBF. ISSN: 0039-7881.In this study，93297-98-4 is also used. DOCUMENT TYPE: Journal CA Section: 23 (Aliphatic Compounds) Section cross-reference(s): 24 Cyclobutanecarboxylic acids I (R = C7-15 n-alkyl) were converted to 2,6-alkanediones via ketones II (Z = O), alcs. II [Z = (H, OH)], and cyclopentenes III. I (R = n-heptyl) was treated with MeLi to yield ketone II (Z = O, R = n-heptyl), the latter was reduced to II [Z = (H, OH), R = n-heptyl], the latter and iodine in HOAc gave III (R = n-heptyl), and ozonolysis of the product gave MeCO(CH2)3CO(CH2)6Me. .

Contraceptive compositions based on esters of levo-norgestrel

Contraceptive compositions based on esters of levo-norgestrel. Fried, Josef; Benagiano, Guiseppe; Crabbe, Pierre; Djerassi, Carl (World Health Organization, Switz.). Eur. Pat. Appl. EP 129947 A2 2 Jan 1985, 27 pp. DESIGNATED STATES: R: AT, BE, CH, DE, FR, GB, IT, LI, LU, NL, SE. (English). (European Patent Organization). CODEN: EPXXDW. CLASS: ICM: C07J001-00. ICS: C07J041-00; A61K031-565. APPLICATION: EP 84-300611 31 Jan 1984. PRIORITY: GB 83-13921 19 May 1983. DOCUMENT TYPE: Patent CA Section: 63 (Pharmaceuticals) Section cross-reference(s): 2, 32 Esters of levo-norgestrel (l-I) and oximes of some of the esters are useful as long-term contraceptives. The compds. may be formulated preferably in a microcryst. suspension form with a particle size of 3-10 m at a dosage of 1-50 mg ester. Thus, l-I cyclobutylcarboxylate (II) [86679-36-9] was prepd. by esterification of l-I with cyclobutanecarboxylic acid [3721-95-7] in benzene in the presence of trifluoroacetic anhydride. A microcryst. suspension was prepd. contg. l-I esters. The effect of formulation on the duration of II action was detd. The II microcryst. suspension prepd. in Et oleate [111-62-6] had only 40% of the activity of the aq. suspension contg. II. A further decrease in activity was obsd. when the compd. was prepd. in a mixt. of Et oleate and benzyl benzoate [120-51-4].