Showing papers by "Roussel Uclaf published in 1967"

Spatial Arrangement and Preparative Organic Synthesis

Abstract: This review deals with the stereoselective formation of organic compounds. A number of examples of such syntheses, especially those of alkaloids and steroids, are described. An asymmetric synthesis, which avoids the intricacies and wastefulness of optical resolution, has been successful in a few cases only. The procedures of configurational change and of optical resolution, as well as the planning of multi-step stereoselective syntheses, are discussed.

3,5-diketals of 4,5 - seco-gonane-3,5,17-triones and process of preparation

Abstract: WHEREIN R" IS LOWER ALKYL AND R"'' IS SELECTED FROM THE GROUP CONSISTING OF LOWER ALKYLENE AND SUBSTITUTED LOWER ALKYLENE; AND A IS SELECTED FROM THE GROUP CONSISTING OF TWO HYDROGENS AND A DOUBLE BOND THESE COMPOUNDS ARE USEFUL AS INTERMEDIATES IN THE TOTAL SYNTHESIS OF STEROIDS, PARTICULARLY THOSE HAVING SUBSTITUENTS ON THE 17 CARBON ATOM. =C(-O-R")2 AND =C<(-O-R"''-O-) WHREIN R'' REPRESENTS AN ALKYL HAVING FROM 1 TO 4 CARBON ATOMS; X REPRESENTS A MEMBER SELECTED FROM THE GROUP CONSISTING OF X AND THE 9,11-POSITION IS A 3-(X=),13-R''-GON-4-EN-17-ONE WHERE C-4 IS REPLACED BY THE PRESENT INVENTON RELATES TO 3,5-DIKETALS OF 4,5SECO-GONANE-3,517-TRIONES OF THE FORMULA

Process for the preparation of intermediates for the synthesis of steroids

Abstract: THIS INVENTION RELATES TO A PROCESS FOR THE PREPARATION OF 1B-HYDROXY 5-OXO-4-(2''-CARBOXYETHYL)-7AB-R-3AA,4B,5, 6,7,7A-HEXAHYDROINDANES OF THE FORMULA 1-(HO-),4-(H-OOC-CH2-CH2-),5-(O=),7A-R-HEXAHYDROINDAN WHEREIN R IS LOWER ALKYL, WHICH COMPRISES THE STEPS OF (1) SUBJECTING A 1B - HYDROXY-5-OXO-4-(2''-CARBOXYETHYL)7AB-R-5,6,7,7A-TETRAHYDROINDANE OF THE FORMULA 1-(HO-),4-(H-OOC-CH2-CH2-),5-(O=),7A-R- 5,6,7,7A-TETRAHYDROINDAN WHEREIN R HAS THE ABOVE-ASSIGNED VALUE, TO THE ACTION OF A LACTAMIZING AGENT OF THE FORMULA R"-COO$R''NH3 WHEREIN R'' IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, LOWER ALKYL AND ARYL-LOWER ALKYL AND R" IS LOWER ALKYL, (2) ESTERIFYING THE RESULTANT LACTAM BY THE ACTION OF A LOWER ALKANOIC ACID ESTERIFYING AGENT, (3) SELECTIVELY REDUCING THE 14-15 DOUBLE BOND OF THE RESULTANT 17BOR.''''''-13B-R-DES-A-10-AZA-$8,14-GONADIENE - 5 - ONE OF THE FORMULA 4-R'',6A-R,7-R"-1,2,3,4,5,6,6A,8-OCTAHYDRO- 7H-CYCLOPENTA(F)QUINOLIN-3-ONE WHEREIN R AND R'' HAVE THE ABOVE-ASSIGNED VALUES AND R'''''' IS LOWER ALKANOLY, BY CATALYTIC HYDROGENATION, (4) HYDROLYZING THE RESULTANT 17B-OR''''''-13B-R-DES-A-10-AZA$8-GONENE-5-ONE OF THE FORMULA 4-R'',6A-R,7-(R"''-O-)-1,2,3,4,5,6,6A,8,9,9A-DECAHYDRO- 7H-CYCLOPENTA(F)QUINOLIN-3-ONE WHEREIN R, R'' AND R'''''' HAVE THE ABOVE-ASSIGNED VALUES, WITH A STRONG ACID HYDROLYZING AGENT, AND (5) RECOVERING SAID 1B - HYDROXY - 5 - OXO-4(2''-CARBOXYETHYL)-7AB-R-3AA, 4B,5,6,7,7A-HEXAHYDROINDANES. THE LATTER IS USEFUL AS AN INTERMEDIATE IN THE TOTAL SYNTHESIS OF STEROIDS.

Sulfobenzoyl hydrazides and salts thereof

Abstract: 1,208,290. Sulphobenzoyl hydrazides. ROUSSEL UCLAF. 22 Dec., 1967 [26 Dec., 1966], No. 58465/67. Heading C2C. The invention comprises m- and p-sulphobenzoylhydrazides and salts thereof. The compounds are prepared by liberating the sulphobenzoic acids from their Ba salts by adding H 2 SO 4 and filtering, esterifying the acid with butanol to give butyl m- and p-sulphobenzoates and reacting these with hydrazine hydrate.