Darvon

The AE reactions on 2,5,5-trisubstituted allyl alcohols have received little attention, due in part the limited utility of the product epoxides. Selective ring opening of tetrasubstituted epoxides are difficult to achieve. Epoxide 39 was prepared using stoichiometric AE conditions and were subsequently elaborated to Darvon alcohol. Epoxides 40 and 41 were both prepared in good selectivity and subsequently utilized in the preparation of (-)-cuparene and the polyfunctoinal carotenoid peridinin, respectively. Scheme 1.6.12... 

Optically active 1-alkoxyallylstannanes are more readily available by asymmetric reduction of acylstannanes using either ( + )-(/J)-BINAL-Il105 106 or LiAlH4-Darvon alcohol [(2S,3/ )-4-dimethylamino-3-mcthy]-1,2-diphenyl-2-butanol] 06 followed by O-alkylation. The stereoselectivity of the BINAL-H reductions differs from that usually observed, and has been attributed to a tin-oxygen hypervalent interaction107, l08. 

Problem Suggest a synthesis of Darvon (47), used as an analgesic for mild pain. 

Medium to low abuse potential with possible medical value in U.S. Tranquilizers, phenobarbital, propoxyphene hydrochloride (Darvon)... 

Brinkmeyer and Kapoor (101) reported that the chiral hydride complex formed from LAH and (+ )-90 (Darvon alcohol) gave high enantiomeric ratios of chiral propargylic carbinols in the reduction of acetylenic ketones (Table 10, entries... 

The Darvon alcohol-LAH complex was used in the reduction of the acetylenic ketone (93) in one step of an asymmetric total synthesis of lla-hydroxypro-gesterone (97), a key intermediate in the production of hydrocortisone acetate... 

In the course of a synthesis of vitamin E intermediates, a study was carried out of the reduction of a-0-acetylenic ketones with the Mosher-Yamaguchi LAH-Darvon complex, as well as with a series of new chiral 1,3-amino alcohols (103). The results of the reductions with the Mosher-Yamaguchi complex and... 

Dextropropoxyphene The (2i ,55)-enantiomer marketed as Darvon is an analgesic, whereas the (25,5i )-enantiomer called Novrad is an antitussive. 

An example of a problem solving tree for the synthesis of Darvon appears in Figure 3. The tree contains both AND nodes and OR nodes (7). The AND branches, connected by double arcs, indicate that both compounds are required to make the compound above them. The OR branches (there are three OR paths to make compound II) indicate different routes for making the compound. The terminal nodes corresponding to starting materials are enclosed in boxes. At present, a branch is terminated when the number of clauses in the clause list, the internal representation of the goal, is less than or equal to six or the clause list matches the clause list of a starting material molecule. 

Sylvia arrived with her producer and camera crew. While they were setting up, we had some time to chat before the interview. She confided that she had a severe headache and was not feeling too well. I offered some Darvon for her headache, but she politely declined. But it looked as though we had established some rapport. It helped me remain relaxed throughout the hour or so of interviewing. 

Propoxyphene (Darvon ) is a stronger analgesic but has no antipyretic effects. It is sometimes taken in combination with aspirin and... 

Capsules 65 mg (as hydrochloride) ic-IV) Various, Darvon Pulvules (aaiPharma)... 

---