GB905100A - Preparation of new morphine derivatives - Google Patents
Preparation of new morphine derivativesInfo
- Publication number
- GB905100A GB905100A GB1156/61A GB115661A GB905100A GB 905100 A GB905100 A GB 905100A GB 1156/61 A GB1156/61 A GB 1156/61A GB 115661 A GB115661 A GB 115661A GB 905100 A GB905100 A GB 905100A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- hydroxy
- preparation
- methoxymethyl
- och2och3
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
- C07D489/06—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
- C07D489/08—Oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/22—Bridged ring systems
- C07D221/28—Morphinans
Abstract
The invention comprises compounds of the formula:-<FORM:0905100/IV (b)/1> and acid addition salts thereof (R represents -OH, -OCH3 or -OCH2OCH3 and W represents = CH2 or <FORM:0905100/IV (b)/2> together with a process for their preparation by reacting a morphinone derivative of the formula:- <FORM:0905100/IV (b)/3> in which R1 represents -OCH3 or -OCH2OCH3 with triphenylphosphomethylene to convert the 6-keto group to a 6-methyllene group, which may if desired be hydrogenated to a 6-methyl group. The 3-methoxymethyl group may be cleaved with acid prior to the hydrogenation step to give the 3-hydroxy compound and the 3-hydroxy group may be etherified by reaction with diazomethane. Detailed examples are given. 14-Hydroxy-morphinone - 3 - methoxymethyl ether is prepared from 14-hydroxymorphinone and chloromethyl methyl ether, and is hydrogenated over palladium charcoal to give 14-hydroxy - dihydromorphinone-3-methoxymethyl ether. U.S.A. Specification 2,772,270 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US212160A | 1960-01-13 | 1960-01-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB905100A true GB905100A (en) | 1962-09-05 |
Family
ID=21699322
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1156/61A Expired GB905100A (en) | 1960-01-13 | 1961-01-11 | Preparation of new morphine derivatives |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE599031A (en) |
FR (1) | FR848M (en) |
GB (1) | GB905100A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0039066A2 (en) * | 1980-04-28 | 1981-11-04 | E.I. Du Pont De Nemours And Company | 17-Substituted 6-desoxy-7,8-dihydro-6-alpha-methylnoroxymorphone narcotic antagonists |
-
1961
- 1961-01-11 FR FR849453A patent/FR848M/fr active Active
- 1961-01-11 GB GB1156/61A patent/GB905100A/en not_active Expired
- 1961-01-12 BE BE599031A patent/BE599031A/en unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0039066A2 (en) * | 1980-04-28 | 1981-11-04 | E.I. Du Pont De Nemours And Company | 17-Substituted 6-desoxy-7,8-dihydro-6-alpha-methylnoroxymorphone narcotic antagonists |
EP0039066A3 (en) * | 1980-04-28 | 1981-11-18 | E.I. Du Pont De Nemours And Company | 17-substituted 6-desoxy-7,8-dihydro-6-alpha-methylnoroxymorphone narcotic antagonists |
Also Published As
Publication number | Publication date |
---|---|
FR848M (en) | 1961-10-02 |
BE599031A (en) | 1961-07-12 |
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