ES8704882A1 - Prepn. of L-aspartic and L-phenylalanine amino-acid derivs. - Google Patents
Prepn. of L-aspartic and L-phenylalanine amino-acid derivs.Info
- Publication number
- ES8704882A1 ES8704882A1 ES552406A ES552406A ES8704882A1 ES 8704882 A1 ES8704882 A1 ES 8704882A1 ES 552406 A ES552406 A ES 552406A ES 552406 A ES552406 A ES 552406A ES 8704882 A1 ES8704882 A1 ES 8704882A1
- Authority
- ES
- Spain
- Prior art keywords
- prepn
- aspartic
- phenylalanine amino
- acid derivs
- acid
- 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.)
- Expired
Links
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-Phenylalanine Natural products OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 title abstract 3
- 229960005190 phenylalanine Drugs 0.000 title abstract 2
- -1 L-phenylalanine amino-acid Chemical class 0.000 title 1
- 229940024606 amino acid Drugs 0.000 title 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- DNHPLFQWVLIGCY-LYKKTTPLSA-N (3s)-2-benzyl-3-(phenylmethoxycarbonylamino)butanedioic acid Chemical compound OC(=O)C([C@H](NC(=O)OCC=1C=CC=CC=1)C(O)=O)CC1=CC=CC=C1 DNHPLFQWVLIGCY-LYKKTTPLSA-N 0.000 abstract 1
- 108010011485 Aspartame Proteins 0.000 abstract 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 abstract 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 abstract 1
- 229910006124 SOCl2 Inorganic materials 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 abstract 1
- 229960003438 aspartame Drugs 0.000 abstract 1
- 235000010357 aspartame Nutrition 0.000 abstract 1
- 239000000605 aspartame Substances 0.000 abstract 1
- 229960005261 aspartic acid Drugs 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- HSDAJNMJOMSNEV-UHFFFAOYSA-N benzyl chloroformate Chemical compound ClC(=O)OCC1=CC=CC=C1 HSDAJNMJOMSNEV-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The derivs., for use as intermediates for prepn. of aspartame by subsequent condensn., are made by (a) reaction of L-aspartic acid with benzyloxy carbonyl chloride in alkaline medium at 10-40 deg.C; (b) treatment with benzyl alcohol in acid medium; and (c) selective hydrolysis in basic medium to form N-benzyloxy-carbonyl beta-benzyl L-aspartic acid. L-phenylalanine is reacted with methyl alcohol in presence of SOCl2 to obtain the hydrochloride of the methyl ester.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES552406A ES8704882A1 (en) | 1986-02-26 | 1986-02-26 | Prepn. of L-aspartic and L-phenylalanine amino-acid derivs. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES552406A ES8704882A1 (en) | 1986-02-26 | 1986-02-26 | Prepn. of L-aspartic and L-phenylalanine amino-acid derivs. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8704882A1 true ES8704882A1 (en) | 1987-04-16 |
| ES552406A0 ES552406A0 (en) | 1987-04-16 |
Family
ID=8490925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES552406A Expired ES8704882A1 (en) | 1986-02-26 | 1986-02-26 | Prepn. of L-aspartic and L-phenylalanine amino-acid derivs. |
Country Status (1)
| Country | Link |
|---|---|
| ES (1) | ES8704882A1 (en) |
-
1986
- 1986-02-26 ES ES552406A patent/ES8704882A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES552406A0 (en) | 1987-04-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |
Effective date: 19960506 |