Claims
- 1. A process for the preparation of a compound of the formula ##STR27## wherein R.sub.1 is hydrogen or methyl, R.sub.2 is methyl or ethyl, the A, B, C and D rings have at least one double bond and are optionally substituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms comprising reacting a compound of the formula ##STR28## wherein R is --OH optionally with an agent for the formation of an acid halide, reacting the resulting compound of formula I wherein R is halogen with a halogenation agent, reacting the resulting product with a member of the group consisting of water, alkanol, aralkanol, alkylthiol, arylthiol, aralkylthiol and ##STR29## wherein R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 6 carbon atoms and aralkyl of 7 to 15 carbon atoms or R.sub.3 and R.sub.4 together with the nitrogen atom form a heterocycle may contain a nitrogen or oxygen atom to form a compound of the formula ##STR30## and reacting the latter with a dehydrohalogenation agent and then an oxidizing cleavage agent to obtain the corresponding compound of formula IV.
- 2. A process for the preparation of a compound of the formula ##STR31## wherein R.sub.1 is hydrogen or methyl, R.sub.2 is methyl or ethyl, the A, B, C and D rings which may have at least one double bond and are unsubstituted or substituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms comprising reacting a compound of the formula ##STR32## with an agent to form the acid halide, a tertiary base and then thionyl chloride to obtain a compound of the formula ##STR33## wherein Hal.sub.1 is halogen, reacting the latter with a halogenation agent and then with a member of the group consisting of water, alkanol, aralkanol, alkylthiol, arylthiol,
- aralkylthio and ##STR34## and R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 6 carbon atoms and aralkyl of 7 to 15 carbon atoms or R.sub.3 and R.sub.4 together with the nitrogen atom form a heterocycle may contain a nitrogen or oxygen atom to obtain a compound of the formula ##STR35## wherein R is hydroxy and reacting the latter with a dehydrohalogenation agent and then an oxidizing cleavage agent to obtain the corresponding compound of formula IV.
- 3. The process of claim 1, wherein the agent for the formation of the acid halide is thionyl chloride.
- 4. The process of claim 2 wherein the agent for the formation of the acid halide is thionyl chloride.
- 5. A compound of the formula ##STR36## wherein R is hydroxy, R.sub.1 is hydrogen or methyl, R.sub.2 is methyl or ethyl, the A,B, C and D rings optionally have at least one douple bond and are unsubstituted or substituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms and Hal is halogen.
- 6. A process for the preparation of a compound of the formula ##STR37## wherein R.sub.1 is hydrogen or methyl, R.sub.2 is methyl or ethyl, the A, B, C and D rings optionally have at least one double bond and are optionally substituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms comprising reacting a compound of the formula ##STR38## wherein R is halogen with a halogenation agent to form a compound of the formula ##STR39## and reacting the latter with a dehydrohalogenation agent and then an oxidizing cleavage agent to obtain the corresponding compound of formula IV.
- 7. A process for the preparation of a compound of the formula ##STR40## wherein R.sub.1 is hydrogen or methyl, R.sub.2 is methyl or ethyl, the A, B, C and D rings optionally having at least one double bond and are optionally substituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms comprising reacting a compound of the formula ##STR41## with an agent to form the acid halide, a tertiary base and then thionyl chloride to obtain a compound of the formula ##STR42## wherein Hal.sub.1 is halogen, reacting the latter with a halogenation agent to obtain a compound of formula ##STR43## and reacting the latter with a dehydrohalogenation agent and then an oxidizing cleavage agent to obtain the corresponding compound of formula IV.
Priority Claims (1)
Number |
Date |
Country |
Kind |
86 17050 |
Dec 1986 |
FRX |
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PRIOR APPLICATION
This application is a division of U.S. patent application Ser. No. 129,658 filed Dec. 7, 1987, now U.S. Pat. No. 4,847,014.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4500460 |
DeLuca et al. |
Feb 1985 |
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Non-Patent Literature Citations (1)
Entry |
Taguchi et al, "Synthesis of 23,23-Difluoro-25-Hydroxyvitamin D.sub.3 ", Chemical Abst. vol. 102: 149614 (1985). |
Divisions (1)
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Number |
Date |
Country |
Parent |
129658 |
Dec 1987 |
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