Abstract: 3-Prenyl-substituted menaquinones are made by reacting a 3-metallo-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene with a prenyl halide, and then oxidizing the resulting 3-prenyl-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene to prepare the corresponding 3-prenyl-substituted menaquinone. The metallo substituent at the 3-position may be Li, Li/Cu, Cu or MgBr. The oxidation is advantageously conducted by the use of argentic oxide.

Abstract: New psoralen compounds have been synthesized. The compounds all include the addition of substituent groups at the 4' position on the basic trioxsalen structure. Specifically, the compounds have the structure: ##STR1## wherein X may be any desired substituent such as halogenated alkyls, alcohols, ethers, aminoalkyls, etc. The new substituted psoralens exhibit high solubility in aqueous solution and low dissociation constants from deoxyribonucleic acid (DNA), as well as a reactivity with ribonucleic acids (RNA). The psoralen-DNA and psoralen-RNA adducts are useful as a substrate for studying the secondary structures of nucleic acids.

Abstract: This invention relates to a process for the production of 4a-aryldecahydroisoquinolines where the aryl group is selected as 3-methoxy phenyl. These compounds are morphine analogs and show utility similar to the known morphine, codeine, and thebaine. In this process particular novelty is asserted for the production of a nipecotic ester ethyl 4-(3'-methoxyphenyl)-1-methyl piperidine-3-carboxylate. Furthermore, novelty is asserted for the step of conversion of the nipecotates through cyclization to cis- or trans-tert-butyl 1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline-7-carboxylat e, which may also be easily converted to the keto amide, trans-1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline.

Abstract: New psoralen compounds have been synthesized. The compounds all include the addition of substituent groups at the 4'-position on the basic trioxsalen structure. Specifically, the compounds have the structure ##STR1## wherein ##STR2## where R is a mono or dicyclic radical which can contain one additional hetero atom in the nitrogen containing ring.The new substituted psoralens exhibit high solubility in aqueous solution and low dissociation constants from deoxyribonucleic acid (DNA), as well as a reactivity with ribonucleic acids (RNA).

Abstract: 3-Prenyl-substituted menaquinones are made by reacting a 3-metallo-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene with a prenyl halide, and then oxidizing the resulting 3-prenyl-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene to prepare the corresponding 3-prenyl-substituted menaquinone. The metallo substituent at the 3-position may be Li, Li/Cu, Cu or MgBr. The oxidation is advantageously conducted by the use of argentic oxide.

Abstract: New psoralen compounds have been synthesized. The compounds all include the addition of substituent groups at the 4' position on the basic trioxsalen structure. Specifically, the compounds have the structure: ##STR1## wherein X may be any desired substituent such as halogenated alkyls, alcohols, ethers, aminoalkyls, etc. The new substituted psoralens exhibit high solubility in aqueous solution and low dissociation constants from deoxyribonucleic acid (DNA), as well as a reactivity with ribonucleic acids (RNA). Such psoralen compounds find use in the study of secondary structures of nucleic acids; as inhibitors of RNA replication; in the inactivation of viruses; and in the photo chemotherapy of psoriasis.

Abstract: Certain mercury, lead, thallium, platinum or palladium derivatives of neopinone dimethyl ketal are provided which are useful as intermediates in the preparation of neopinone alkaloid, for example, 7-acetomercuri neopinone dimethyl ketal. Also provided are processes for preparing such derivatives and neopinone alkaloid.

Abstract: 3-Prenyl-substituted menaquinones are made by reacting a 3-metalo-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene with a prenyl halide, and then oxidizing the resulting 3-prenyl-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene to prepare the corresponding 3-prenyl-substituted menaquinone. The metallo substituent at the 3-position may be Li, Li/Cu, Cu or MgBr. The oxidation is advantageously conducted by the use of argenic oxide.

Abstract: 3-Prenyl-substituted-2-alkyl menaquinones are made by reacting an alkali metal salt of a 3-alkyl-4-alkoxy or aralkoxy-1-naphthol with a prenyl halide, and oxidizing the resulting 2-prenyl-3-alkyl-4-alkoxy or aralkoxy-1-naphthol to the corresponding 3-prenyl-substituted-2-alkyl menaquinone. There is also disclosed a procedure for making the alkali metal salts involving the preparation of an ether-ester and hydrogenolysis.

Abstract: A process for converting neopinone alkaloid to codeinone alkaloid which involves treating neopinone with a hydrohalic acid in a suitable solvent under anhydrous conditions. It also relates to the compound 8-halodihydrocodeinone hydrohalide.

Abstract: A method of producing thebaine from codeine and oripavine from morphine which comprises (a) producing the 0-6 methyl ethers from codeine and morphine using potassium hydride and methyl iodide as the O-alkylation agents and (b) subsequently oxidizing the respective 0-6 methyl ethers of codeine and morphine to shift from allylic structure to a dienol ether structure using an oxidizing amount of MnO.sub.2 in tetrahydrofuran to produce thebaine from codeine and oripavine from morphine. In the case of morphine, it is preferable to protect the 0-3 position by acetylation prior to the oxidizing step. Both the etherification and oxidizing steps are carried out under a protecting blanket such as nitrogen and the reactions are carried out preferably under atmospheric pressure and ambient temperature with the exception of the etherification affecting the 0-6 position which may be commenced by cooling with ice.

Abstract: 3-Prenyl-substituted-2-alkyl menaquinones are made by reacting an alkali metal salt of a 3-alkyl-4-alkoxy or aralkoxy-1-naphthol with a prenyl halide, and oxidizing the resulting 2-prenyl-3-alkyl-4-alkoxy or aralkoxy-1-naphthol to the corresponding 3-prenyl-substituted-2-alkyl menaquinone. There is also disclosed a procedure for making the alkali metal salts involving the preparation of an ether-ester and hydrogenolysis.