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US3635795A
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Enzymatic resolution of racemic (cis-1,2-epoxypropyl) phosphonic acid compounds
Assignee: Merck and Co Inc
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Filing: 1968-12-27
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Granted: 1972-01-18
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Expires: 1988-12-27
Abstract
Abstract Enantiomeric mixtures of esters and amides of (cis-1,2epoxypropyl)phosphonic acid (-) stereoselectively hydrolyzed by enzymes of micro-organisms to produce (-) (cis-1,2epoxypropyl)phosphonic acid. This product and its salts have antibacterial activity.
Inventors
- 👤 Arnold L Demaln
- 👤 John M Chemerda
- 👤 Raymond F White
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 21:21
CPC Classifications
C; C12; C12P; C12P17/00; C12P17/02; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/826; Y10S435/911; Y10S435/913; Y10S435/933
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
51 words
The process of claim 1 wherein the ester is a monoester of the formula or salts thereof wherein R is a lower alkyl group of one to seven carbon atoms, a lower alkenyl group of two to seven carbon atoms, or a lower alkynyl group of two to seven carbon atoms.
Claim 2
Dependent Claim
38 words
The process of claim 1 wherein the amide is of the formula wherein Z is -NR1R2 or OH R1 and R2 represent a hydrocarbyl group, a substituted hydrocarbyl group or hydrogen and can be the same or different.
Claim 3
Dependent Claim
17 words
The process of claim 1 wherein the micro-organism is a member Aspergillus. Fungi imperfecti group of micro-organisms.
Claim 4
Dependent Claim
11 words
The process of claim 1 wherein the micro-organism is a Penicillium.
Claim 5
Dependent Claim
11 words
The process of claim 1 wherein the micro-organism is an aspergillus.
Claim 6
Dependent Claim
11 words
The process of claim 1 wherein the micro-organism is an Actinomycetes.
Claim 7
Dependent Claim
60 words
The process for preparing (-) (cis-1,2-epoxypropyl)phosphonic acid which comprises subjecting an enantiomeric mixture of esters or amides of (cis-1,2-epoxypropyl)phosphonic acid to the action of the enzymes produced by growing a micro-organism capable of selectively hydrolyzing an ester or amide of the (-) isomer, to (-) (cis-1,2-epoxypropyl)phosphonic acid, and separating and recovering said acid in the form of a salt thereof.
Claim 8
Dependent Claim
11 words
The process of claim 8 wherein the micro-organism is Fungi imperfecti.
Claim 9
Dependent Claim
11 words
The process of claim 8 wherein the micro-organism is a Penicillium.
Claim 10
Dependent Claim
11 words
The process of claim 8 wherein the micro-organism is an Aspergillus.
Claim 11
Dependent Claim
11 words
The process of claim 8 wherein the micro-organism is an Actinomycetes.
References Cited (Backward Citations)
DE1046047B
Cited
GB1087066A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-01-17 | 1975-07-19 | 1976-01-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-01-17 | 1979-07-19 | 1980-01-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-01-17 | 1983-07-19 | 1984-01-18 | $7700.00 | Window Closed / Lapsed |