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US4064009A
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Novel 3-(oxygenated alkyl)-1,9-dihydroxy and 1-hydroxy-9-keto dibenzo[b,d]py
Assignee: Eli Lilly and Co
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Filing: 1976-06-09
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Granted: 1977-12-20
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Expires: 1996-06-09
Abstract
Abstract 1-Hydroxy-9-keto-3-alkyl-dibenzo[b,d]pyrans or 1,9-dihydroxy-3-alkyl-dibenzo[b,d]pyrans are oxygenated on the penultimate carbon of the alkyl side chain by fermentation with a strain of the micro-organism Bacillus cereus.
Inventors
- 👤 David S. Fukuda
- 👤 Bernard J. Abbott
- 👤 Robert A. Archer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 07:05
CPC Classifications
C; C12; C12P; C12P17/00; C12P17/02; C12P17/06; A; A61; A61P; A61P25/00; A61P25/04; C07; C07D; C07D311/00; C07D311/02; C07D311/78; C07D311/80; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/832; Y10S435/834; Y10S435/886; Y10S435/911; Y10S435/931
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
173 words
The fermentation process which comprises subjecting as a substrate a compound of the formula ##STR3## wherein X and Y are either both hydrogen or one is hydrogen and the other methyl, wherein n is 1, 2, 3 or 4 and wherein, when taken singly, one of R and R' is H and the other is OH and when taken together, form the oxygen of a ketone group to the oxygenating activity of a strain of the micro-organism Bacillus cereus to produce an oxygenated compound of the formula ##STR4## wherein X and Y are either both hydrogen or one is hydrogen and the other methyl; wherein, when taken singly, one of the pair R and R' and one of the pair R" and R'" is H and the other is OH and, when taken together, the pair R and R' and the pair R" and R'" form the oxygen of a ketone group, the pairs R, R' and R", R'" being the same or different; and wherein n is 1, 2, 3, or 4.
Claim 2
Dependent Claim
173 words
The fermentation process which comprises subjecting as a substrate a compound of the formula ##STR3## wherein X and Y are either both hydrogen or one is hydrogen and the other methyl, wherein n is 1, 2, 3 or 4 and wherein, when taken singly, one of R and R' is H and the other is OH and when taken together, form the oxygen of a ketone group to the oxygenating activity of a strain of the micro-organism Bacillus cereus to produce an oxygenated compound of the formula ##STR4## wherein X and Y are either both hydrogen or one is hydrogen and the other methyl; wherein, when taken singly, one of the pair R and R' and one of the pair R" and R'" is H and the other is OH and, when taken together, the pair R and R' and the pair R" and R'" form the oxygen of a ketone group, the pairs R, R' and R", R'" being the same or different; and wherein n is 1, 2, 3, or 4.
Claim 3
Dependent Claim
15 words
A process according to claim 1 wherein the oxygenating micro-organism is Bacillus cereus NRRL B-8172.
Claim 4
Dependent Claim
11 words
A process according to claim 1 wherein the substrate is (+)-trans-1-hydroxy-3-(1',1'-dimethylheptyl)-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one.
Claim 5
Dependent Claim
11 words
A process according to claim 1 wherein the substrate is (±)-trans-3-(1',1'-dimethylheptyl)-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-1,9-diol.
References Cited (Backward Citations)
US3822188A
Cited
US3897306A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-19 | 1981-06-20 | 1981-12-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-19 | 1985-06-20 | 1985-12-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-19 | 1989-06-20 | 1989-12-20 | $7700.00 | Window Closed / Lapsed |