CA2377490A1 - Alkylation of amino acids - Google Patents
Alkylation of amino acids Download PDFInfo
- Publication number
- CA2377490A1 CA2377490A1 CA002377490A CA2377490A CA2377490A1 CA 2377490 A1 CA2377490 A1 CA 2377490A1 CA 002377490 A CA002377490 A CA 002377490A CA 2377490 A CA2377490 A CA 2377490A CA 2377490 A1 CA2377490 A1 CA 2377490A1
- Authority
- CA
- Canada
- Prior art keywords
- amino acid
- amino acids
- hydrocarbyl group
- substituted hydrocarbyl
- alkylation
- 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
- 150000001413 amino acids Chemical class 0.000 title abstract 6
- 230000029936 alkylation Effects 0.000 title 1
- 238000005804 alkylation reaction Methods 0.000 title 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 2
- 150000003839 salts Chemical group 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 150000003862 amino acid derivatives Chemical class 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention provides improvements in certain processes for alkylating amino acids whereby yields based on amino acid are improved.
More specifically, the invention provides a process for the preparation of amino acid derivatives in free acid or salt form, in which the nitrogen atoms of two or more amino acid molecules are linked by a hydrocarbyl or substituted hydrocarbyl group, which comprises reacting, in an aqueous medium at a pH in the range 7-14, a compound of the formula X-A-Y where X
and Y are halo atoms which may be the same or different and A is a hydrocarbyl or substituted hydrocarbyl group, in which X and Y are attached to aliphatic or cycloaliphatic carbon atoms, with an amino acid (or salt thereof), wherein the reaction is carried out in the presence of dissolved cations of an alkaline earth metal or of a transition metal and/ or wherein the unreacted amino acid is recovered and recycled.
More specifically, the invention provides a process for the preparation of amino acid derivatives in free acid or salt form, in which the nitrogen atoms of two or more amino acid molecules are linked by a hydrocarbyl or substituted hydrocarbyl group, which comprises reacting, in an aqueous medium at a pH in the range 7-14, a compound of the formula X-A-Y where X
and Y are halo atoms which may be the same or different and A is a hydrocarbyl or substituted hydrocarbyl group, in which X and Y are attached to aliphatic or cycloaliphatic carbon atoms, with an amino acid (or salt thereof), wherein the reaction is carried out in the presence of dissolved cations of an alkaline earth metal or of a transition metal and/ or wherein the unreacted amino acid is recovered and recycled.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB939322648A GB9322648D0 (en) | 1993-11-03 | 1993-11-03 | Process for the production of s.s.e.d.d.s |
| GB9322648.8 | 1993-11-03 | ||
| CA002151043A CA2151043C (en) | 1993-11-03 | 1994-11-02 | Alkylation of amino acids |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002151043A Division CA2151043C (en) | 1993-11-03 | 1994-11-02 | Alkylation of amino acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2377490A1 true CA2377490A1 (en) | 1995-05-11 |
| CA2377490C CA2377490C (en) | 2006-05-23 |
Family
ID=25677999
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002377490A Expired - Fee Related CA2377490C (en) | 1993-11-03 | 1994-11-02 | Alkylation of amino acids |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2377490C (en) |
-
1994
- 1994-11-02 CA CA002377490A patent/CA2377490C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2377490C (en) | 2006-05-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20141103 |