JPS579784A - Production of penem-3-carboxylic derivative - Google Patents
Production of penem-3-carboxylic derivativeInfo
- Publication number
- JPS579784A JPS579784A JP8498180A JP8498180A JPS579784A JP S579784 A JPS579784 A JP S579784A JP 8498180 A JP8498180 A JP 8498180A JP 8498180 A JP8498180 A JP 8498180A JP S579784 A JPS579784 A JP S579784A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- phosphorous
- formula
- penem
- triester
- 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
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 phosphorous triester Chemical class 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- RLMOMHNXIWBGTF-UHFFFAOYSA-N diaminophosphinoamine Chemical compound NP(N)N RLMOMHNXIWBGTF-UHFFFAOYSA-N 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000001118 alkylidene group Chemical group 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical class O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 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
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
PURPOSE: The reaction of an azetidin-2-one derivative with a phosphorous triester or phosphorous acid triamide affords the titled compound that is important as a synthetic intermediate of penem-3-carboxylic acids, antibiotics.
CONSTITUTION: The reaction between a compound of formula I [R1 is H, alkyl, R4A (R4 is hydroxyl, alkoxy, acyloxy; A is alkylidene that may be substituted with trifluoromethyl); R2 is alkyl, alkenyl, aralkyl; R3 is carboxyl-protecting group; X is O, S; Y is O, S] and a phosphorous triester or phosphorous acid triamide is conducted in a solvent such as methanol or propanol to give the compound of formula II. The phosphorous triester is expressed by (R4)3P (R4 is alkoxy, dialkylamino) and the amount used is 2W20 equivalents per the compound of formula I.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8498180A JPS579784A (en) | 1980-06-23 | 1980-06-23 | Production of penem-3-carboxylic derivative |
| CH3723/81A CH651037A5 (en) | 1980-06-06 | 1981-06-05 | PENEM-3-CARBONIC ACID DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF. |
| NL8102736A NL8102736A (en) | 1980-06-06 | 1981-06-05 | PENEM-3-CARBONIC ACID COMPOUNDS AND THEIR PREPARATION. |
| FR8111191A FR2483924A1 (en) | 1980-06-06 | 1981-06-05 | PENEME-3-CARBOXYLIC ACID DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND THERAPEUTIC USE THEREOF |
| DE19813122523 DE3122523A1 (en) | 1980-06-06 | 1981-06-05 | PENEM-3-CARBONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THE SAME |
| US06/271,010 US4395418A (en) | 1980-06-06 | 1981-06-05 | Penem-3-carboxylic acid derivatives |
| ES502828A ES502828A0 (en) | 1980-06-06 | 1981-06-05 | A PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF THE ACID PENEN-3-CARBOXILICO. |
| GB8117447A GB2078220B (en) | 1980-06-06 | 1981-06-08 | Penem-3-carboxylic acid derivatives and their preparation |
| IT67783/81A IT1144602B (en) | 1980-06-06 | 1981-06-08 | DERIVATIVES OF PENICIL 3 CARBOXYLIC ACID AND PROCEDURE FOR THEIR PREPARATION |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8498180A JPS579784A (en) | 1980-06-23 | 1980-06-23 | Production of penem-3-carboxylic derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS579784A true JPS579784A (en) | 1982-01-19 |
| JPH0316357B2 JPH0316357B2 (en) | 1991-03-05 |
Family
ID=13845783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8498180A Granted JPS579784A (en) | 1980-06-06 | 1980-06-23 | Production of penem-3-carboxylic derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS579784A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57146777A (en) * | 1981-02-02 | 1982-09-10 | Schering Plough Corp | Manufacture of 2-penem compounds, novel compounds manufactured thereby and pharmaceutic compositions containing them |
| JPS60188030A (en) * | 1984-03-09 | 1985-09-25 | Riichi Nakagawa | Preparation of frozen "sushi" |
| US5856556A (en) * | 1982-08-24 | 1999-01-05 | Sankyo Company, Limited | Azetidinone derivatives, a process for their preparation and their use as intermediates in the preparation of carbapenem antibiotics |
-
1980
- 1980-06-23 JP JP8498180A patent/JPS579784A/en active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57146777A (en) * | 1981-02-02 | 1982-09-10 | Schering Plough Corp | Manufacture of 2-penem compounds, novel compounds manufactured thereby and pharmaceutic compositions containing them |
| US5856556A (en) * | 1982-08-24 | 1999-01-05 | Sankyo Company, Limited | Azetidinone derivatives, a process for their preparation and their use as intermediates in the preparation of carbapenem antibiotics |
| JPS60188030A (en) * | 1984-03-09 | 1985-09-25 | Riichi Nakagawa | Preparation of frozen "sushi" |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0316357B2 (en) | 1991-03-05 |
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