JPS55100384A - Cephalosporin analog - Google Patents
Cephalosporin analogInfo
- Publication number
- JPS55100384A JPS55100384A JP840879A JP840879A JPS55100384A JP S55100384 A JPS55100384 A JP S55100384A JP 840879 A JP840879 A JP 840879A JP 840879 A JP840879 A JP 840879A JP S55100384 A JPS55100384 A JP S55100384A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- group
- compound
- azido
- alkyl
- 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.)
- Granted
Links
- 229930186147 Cephalosporin Natural products 0.000 title abstract 3
- 229940124587 cephalosporin Drugs 0.000 title abstract 3
- 150000001780 cephalosporins Chemical class 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 238000006546 Horner-Wadsworth-Emmons reaction Methods 0.000 abstract 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- KVNBGNGISDIZRP-UHFFFAOYSA-N oct-6-enal Chemical compound CC=CCCCCC=O KVNBGNGISDIZRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
NEW MATERIAL:A cephalosporin analog of formula I (X is amino, azido, or phthalylimino group; R1 is H, halogen, OH, lower alkoxy group, etc.; R2 is the same as R1, lower alkyl or azido group, etc.; R3 is H, alkyl, aryl, aralkyl group, etc.), and its salt.
EXAMPLE: (±)cis,2-tert-Butyloxycarbonyl-7-azido-1-azabicyclo[ 4,2,0 ]oct-2-en-8- one.
USE: An intermediate for the synthesis of carbacephalosporin having the cephalosporin analog skeleton.
PROCESS: A compound of formula II (R21 is H or lower alkyl group) is reacted with a compound of formula III (R31 is alkyl, aryl group, etc.) to give the compound of formula IV, which is reacted with an active derivative of the formula X1CH2COOH (X1 is azido or phthalylimino group), and oxidized with ozone, etc. to form a compound of formula V. The resulting compound is subjected to the Horner-Wittig reaction to afford the compound of formula I (X is X1; R1 is H; R2 is R21; R3 is R31).
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP840879A JPS5936916B2 (en) | 1979-01-27 | 1979-01-27 | Cephalosporin analogs |
| NO790955A NO790955L (en) | 1978-03-25 | 1979-03-21 | CEPHALOSPORINE ANALOGUE CARBACEFEM COMPOUNDS AND PROCEDURES FOR MANUFACTURE THEREOF |
| SE7902598A SE7902598L (en) | 1978-03-25 | 1979-03-22 | CEPHALOSPORINE ANALOGES |
| FR7907414A FR2420537B1 (en) | 1978-03-25 | 1979-03-23 | PRODUCTS SIMILAR TO CEPHALOSPORIN AND THEIR PREPARATION PROCESS |
| NL7902316A NL7902316A (en) | 1978-03-25 | 1979-03-23 | CEPHALOSPORIN DERIVATIVES. |
| CA324,178A CA1133903A (en) | 1978-03-25 | 1979-03-23 | Cephalosporin analogs |
| DK119979A DK119979A (en) | 1978-03-25 | 1979-03-23 | CEPHALOSPORINE ANALOG AND METHOD OF MANUFACTURE |
| US06/023,645 US4291164A (en) | 1978-03-20 | 1979-03-23 | Cephalosporin analogs and methods for production thereof |
| AU45367/79A AU528675B2 (en) | 1978-03-25 | 1979-03-23 | Cephalosporin analogs |
| GB7910506A GB2017102B (en) | 1978-03-25 | 1979-03-26 | Cephalosporin analogues |
| IT21290/79A IT1115153B (en) | 1978-03-25 | 1979-03-26 | Cephalosporin analogues and procedure for their preparation |
| AR275946A AR226681A1 (en) | 1978-03-25 | 1979-03-26 | PROCEDURE FOR PRODUCING ANALOGS OF CEPHALOSPORIN |
| DE2911786A DE2911786C2 (en) | 1978-03-25 | 1979-03-26 | Carbacephem derivatives and their uses |
| CH278979A CH642369A5 (en) | 1978-03-25 | 1979-03-26 | CEPHALOSPORIN ANALOGS. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP840879A JPS5936916B2 (en) | 1979-01-27 | 1979-01-27 | Cephalosporin analogs |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55100384A true JPS55100384A (en) | 1980-07-31 |
| JPS5936916B2 JPS5936916B2 (en) | 1984-09-06 |
Family
ID=11692322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP840879A Expired JPS5936916B2 (en) | 1978-03-20 | 1979-01-27 | Cephalosporin analogs |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5936916B2 (en) |
-
1979
- 1979-01-27 JP JP840879A patent/JPS5936916B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5936916B2 (en) | 1984-09-06 |
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