ES2115535A1 - Process for the preparation of D-(-)-amino acid amides - Google Patents
Process for the preparation of D-(-)-amino acid amidesInfo
- Publication number
- ES2115535A1 ES2115535A1 ES09601209A ES9601209A ES2115535A1 ES 2115535 A1 ES2115535 A1 ES 2115535A1 ES 09601209 A ES09601209 A ES 09601209A ES 9601209 A ES9601209 A ES 9601209A ES 2115535 A1 ES2115535 A1 ES 2115535A1
- Authority
- ES
- Spain
- Prior art keywords
- amino acid
- acid amides
- preparation
- amides
- salt
- 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
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003782 beta lactam antibiotic agent Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Process for the preparation of D-(-)-amino acid amides. The process for obtaining D-(-)-amino acid amides of formula (I) where R is hydrogen or a radical derived from an optionally substituted amino acid, comprises reacting a salt of an ester of a D-(-)-amino acid of formula (II) where R' is a linear or branched alkyl group containing 1 to 6 carbon atoms and X is the anion of the salt with an aqueous solution of ammonia at a temperature of between 0 and 40 degree C. Amides (I) are important intermediates for the synthesis of semisynthetic [beta]-lactam antibiotics by enzyme means.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9601209A ES2115535B1 (en) | 1996-05-31 | 1996-05-31 | PROCEDURE FOR THE PREPARATION OF D - (-) - AMINO ACID AMIDES. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9601209A ES2115535B1 (en) | 1996-05-31 | 1996-05-31 | PROCEDURE FOR THE PREPARATION OF D - (-) - AMINO ACID AMIDES. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2115535A1 true ES2115535A1 (en) | 1998-06-16 |
| ES2115535B1 ES2115535B1 (en) | 1999-02-01 |
Family
ID=8294998
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9601209A Expired - Lifetime ES2115535B1 (en) | 1996-05-31 | 1996-05-31 | PROCEDURE FOR THE PREPARATION OF D - (-) - AMINO ACID AMIDES. |
Country Status (1)
| Country | Link |
|---|---|
| ES (1) | ES2115535B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118878433A (en) * | 2024-09-24 | 2024-11-01 | 浙江昂利康制药股份有限公司 | A preparation method of D (-) p-hydroxyphenylglycine methyl ester hydrochloride |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995018112A1 (en) * | 1993-12-24 | 1995-07-06 | Oxford Asymmetry Limited | Improvements in or relating to chiral auxiliaries |
-
1996
- 1996-05-31 ES ES9601209A patent/ES2115535B1/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995018112A1 (en) * | 1993-12-24 | 1995-07-06 | Oxford Asymmetry Limited | Improvements in or relating to chiral auxiliaries |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118878433A (en) * | 2024-09-24 | 2024-11-01 | 浙江昂利康制药股份有限公司 | A preparation method of D (-) p-hydroxyphenylglycine methyl ester hydrochloride |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2115535B1 (en) | 1999-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC2A | Transfer of patent | ||
| EC2A | Search report published |
Date of ref document: 19980616 Kind code of ref document: A1 Effective date: 19980616 |
|
| FA2A | Application withdrawn |
Effective date: 19991026 |