Claims
- 1. A process for producing a compound of the formula: ##STR10## wherein R.sup.1 is hydroxy or protected hydroxy,
- R.sup.2 is hydrogen, hydroxy or protected hydroxy,
- R.sup.3 is methyl, ethyl, propyl or allyl,
- n is an integer of 1 or 2, and
- the symbol of a line and dotted line is a single or a double bond, or a salt thereof, wherein when R.sup.1 and R.sup.2 are each hydroxy, n is an integer of 2 and the symbol of a line and dotted line is a single bond, then R.sup.3 is methyl, propyl or allyl, which comprises at least one of:
- (a) culturing a FR-900506 and/or FR-900525 substance-producing strain belonging to the genus Streptomyces in a nutrient medium and recovering the FR-900506 and/or FR-900525 substance to give said FR-900506 and/or FR-900525 substance;
- (b) culturing a FR-900523 substance-producing strain belonging to the genus Streptomyces in a nutrient medium and recovering the FR-900523 substance to give said FR-900523 substance;
- (c) introducing a hydroxy-protective group into a compound of the formula: ##STR11## wherein R.sup.2, R.sup.3, n and the symbol of a line and dotted line are each as defined above, to give a compound of the formula: ##STR12## wherein R.sup.2, R.sup.3, n and the symbol of a line and dotted line are each as defined above, and
- R.sub.a.sup.1 is a protected hydroxy, or a salt thereof;
- (d) introducing a hydroxy-protective group into a compound of the formula: ##STR13## wherein R.sup.1, R.sup.3, n and the symbol of a line and the dotted line are each as defined above, or a salt thereof, to give a compound of the formula: ##STR14## wherein R.sup.1, R.sup.3, n and the symbol of a line and dotted line are each as defined above, and
- R.sub.a.sup.2 is protected hydroxy, or a salt thereof;
- (e) reacting a compound of the formula: ##STR15## wherein R.sup.1, R.sup.3 and n are each as defined above, and R.sub.b.sup.2 is a leaving group, or a salt thereof, with a base, to give a compound of the formula: ##STR16## wherein R.sup.1, R.sup.3 and n are each as defined above, or a salt thereof;
- (f) oxidizing a compound of the formula: ##STR17## wherein R.sup.1, R.sup.3 and n are each as defined above, or a salt thereof, to give a compound of the formula: ##STR18## wherein R.sup.1, R.sup.3 and n are each as defined above, or a salt thereof;
- (g) reducing a compound of the formula: ##STR19## wherein R.sup.1, R.sup.2, n and the symbol of a line and dotted line are each as defined above, or a salt thereof, to give a compound of the formula: ##STR20## wherein R.sup.1, R.sup.2, n and the symbol of a line and dotted line are each as defined above, or a salt thereof; and
- (h) removing a carboxy-protective group from a compound of the formula: ##STR21## wherein R.sup.2, R.sup.3, n and the symbol of a line and dotted line are each as defined above, and R.sub.b.sup.1 is protected carboxy(lower)alkylcarbamoyloxy, or a salt thereof to give a compound of the formula: ##STR22## wherein R.sup.2, R.sup.3, n and the symbol of a line and dotted line are each as defined above, and R.sub.c.sup.1 is carboxy(lower)alkylcarbamoyloxy, or a salt thereof.
- 2. The process of claim 1, wherein step (a) comprises culturing a FR-900506 substance-producing strain to provide said FR-900506 substance.
- 3. The process of claim 1, wherein step (a) comprises culturing a FR-900525 substance-producing strain to produce said FR-900525 substance.
- 4. The process of claim 1, wherein R.sup.3 is methyl.
- 5. The process of claim 1, wherein R.sup.3 is ethyl.
- 6. The process of claim 1, wherein R.sup.3 is propyl.
- 7. The process of claim 1, wherein R.sup.3 is allyl.
- 8. The process of claim 1, wherein n is 1.
- 9. The process of claim 1, wherein n is 2.
- 10. The process of claim 1, wherein R.sup.1 is hydroxy.
- 11. The process of claim 1, wherein R.sup.2 is hydroxy.
- 12. The process of claim 1, wherein said FR-900506 and/or FR-900525 substance-producing strain is Streptomyces tsukubaensis No. 9993.
- 13. The process of claim 12, wherein said compound of formula (I) is FR-900506 substance.
- 14. The process of claim 12, wherein said compound of formula (I) is FR-900525 substance.
- 15. The process of claim 1, wherein said FR-900523 substance-producing strain is Streptomyces hygroscopicus subspecies yakushimaensis No. 7238.
- 16. The process of claim 15, wherein said compound of formula (I) is FR-900523 substance.
Priority Claims (3)
Number |
Date |
Country |
Kind |
8430455 |
Dec 1984 |
GBX |
|
8502869 |
Feb 1985 |
GBX |
|
8508420 |
Apr 1985 |
GBX |
|
Parent Case Info
This is a Continuation of application Ser. No. 07/824,384, filed on Jan. 23, 1992, now abandoned, which is a division of application Ser. No. 07/491,205, filed on Mar. 9, 1990, (now U.S. Pat. No. 5,110,811), which is a continuation of application Ser. No. 06/868,749, filed on May 30, 1986, (now U.S. Pat. No. 4,929,611), which is a continuation-in-part of application Ser. No. 06/799,855, filed on Nov. 20, 1985, (now U.S. Pat. No. 4,894,366).
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3244592 |
Arai |
Apr 1966 |
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Divisions (1)
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Number |
Date |
Country |
Parent |
491205 |
Mar 1990 |
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Continuations (2)
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Number |
Date |
Country |
Parent |
824384 |
Jan 1992 |
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Parent |
868749 |
May 1986 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
799855 |
Nov 1985 |
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