US4262092A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for producing N-acyl-D-phenylalanine ester
Assignee: Albemarle Corp
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Filing: 1979-05-08
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Granted: 1981-04-14
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Expires: 1999-05-08
Abstract
Abstract Production of optically pure N-acyl-D-phenylalanine ester by reacting a racemic mixture of N-acyl-D,L-phenylalanine ester with a proteolytic enzyme and separating the resulting N-acyl-D-phenylalanine ester from the solution with subsequent removal of the N-acyl and ester groups to provide D-phenylalanine.
Inventors
- 👤 Dennis P. Bauer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:59
CPC Classifications
C; C12; C12P; C12P13/00; C12P13/04; C12P13/22; C12P13/222
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
47 words
A process for producing optically pure N-acyl-D-phenylalanine ester comprising: (a) subjecting a mixture of N-acyl-D-phenylalanine ester and N-acyl-L-phenylalanine ester to the action of a proteolytic enzyme selected from the group consisting of microbially derived serine proteinases; and (b) separating the unreacted N-acyl-D-phenylalanine ester from the resulting N-acyl-L-phenylalanine.
Claim 2
Dependent Claim
47 words
A process for producing optically pure N-acyl-D-phenylalanine ester comprising: (a) subjecting a mixture of N-acyl-D-phenylalanine ester and N-acyl-L-phenylalanine ester to the action of a proteolytic enzyme selected from the group consisting of microbially derived serine proteinases; and (b) separating the unreacted N-acyl-D-phenylalanine ester from the resulting N-acyl-L-phenylalanine.
Claim 3
Dependent Claim
14 words
The process of claim 1 wherein the acyl group contains from 1-9 carbon atoms.
Claim 4
Dependent Claim
14 words
The process of claim 2 wherein the ester group contains from 1-10 carbon atoms.
Claim 5
Dependent Claim
30 words
The process of claim 1 wherein the proteolytic enzyme is a microbially derived serine proteinase which is a member selected from the group consisting of subtilisin Carlsberg and subtilisin BPN.
Claim 6
Dependent Claim
18 words
The process of claim 1 wherein the mixture of N-acyl-L-phenylalanine ester and N-acyl-D-phenylalanine ester comprises N-acetyl-D,L-phenylalanine methyl ester.
Claim 7
Dependent Claim
73 words
The process according to claim 1 for preparing optically pure N-acetyl-D-phenylalanine ester comprising: (a) subjecting an aqueous solution of a mixture of N-acetyl-D-phenylalanine methyl ester and N-acetyl-L-phenylalanine methyl ester to the action of a proteolytic enzyme selected from the group consisting of microbially derived serine proteinases at a pH in the range of from 5 to 10; (b) separating the unreacted N-acetyl-D-phenylalanine ester from the resulting N-acetyl-L-phenylalanine; and (c) recovering the N-acetyl-D-phenylalanine ester.
Claim 8
Dependent Claim
37 words
The process according to claim 6 which is carried out at a pH in the range from about 5 to about 7.5 and at a temperature in the range from about 10° C. to about 60° C.
Claim 9
Dependent Claim
24 words
The process according to claim 7 wherein the entire proteinase is a member selected from the group consisting of subtilisin Carlsberg and subtilisin BPN.
Claim 10
Dependent Claim
27 words
The process according to claim 8 wherein the proteinase is subtilisin Carlsberg and the temperature is in the range from about 20° C. to about 40° C.
References Cited (Backward Citations)
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US3813317A
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US3907638A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-04-13 | 1984-10-13 | 1985-04-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-04-13 | 1988-10-13 | 1989-04-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-04-13 | 1992-10-13 | 1993-04-14 | $7700.00 | Window Closed / Lapsed |