GB1546979A - Process for the preparation of alpha-l-aspartyl-l-phenylallanine methyl ester - Google Patents
Process for the preparation of alpha-l-aspartyl-l-phenylallanine methyl esterInfo
- Publication number
- GB1546979A GB1546979A GB53633/77A GB5363377A GB1546979A GB 1546979 A GB1546979 A GB 1546979A GB 53633/77 A GB53633/77 A GB 53633/77A GB 5363377 A GB5363377 A GB 5363377A GB 1546979 A GB1546979 A GB 1546979A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alpha
- aspartyl
- methyl ester
- mol
- phenylallanine
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame
Abstract
To prepare alpha -L-aspartyl-L-phenylalanine methyl ester, alpha -L-aspartyl-L-phenylalanine is brought into contact with a reaction medium. 100 g of reaction medium contain a) 0.1 to 0.8 mol of at least one hydrogen halide, b) 0.1 to 1.1 mol of methanol, and c) water as the remainder. 1.0 to 20.0 mol of hydrogen halide and at least 1.0 mol of methanol must be present in the medium per mole of alpha -L-aspartyl-L-phenylalanine. A solid hydrogen halide salt of alpha -L-aspartyl-L-phenylalanine methyl ester is formed. The solid salt is separated off and converted into alpha -L-aspartyl-L-phenylalanine methyl ester ( alpha -APM). alpha -APM is suitable for use as a sweetener.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75429776A | 1976-12-27 | 1976-12-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1546979A true GB1546979A (en) | 1979-06-06 |
Family
ID=25034194
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB53633/77A Expired GB1546979A (en) | 1976-12-27 | 1977-12-23 | Process for the preparation of alpha-l-aspartyl-l-phenylallanine methyl ester |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS6050200B2 (en) |
| AU (1) | AU515038B2 (en) |
| BE (1) | BE862258A (en) |
| BR (1) | BR7708632A (en) |
| CA (1) | CA1100487A (en) |
| CH (1) | CH631435A5 (en) |
| DE (1) | DE2757771A1 (en) |
| DK (1) | DK149432C (en) |
| FR (1) | FR2375194A1 (en) |
| GB (1) | GB1546979A (en) |
| HU (1) | HU179735B (en) |
| IT (1) | IT1088938B (en) |
| MX (1) | MX4704E (en) |
| NL (1) | NL185211C (en) |
| NO (1) | NO148069C (en) |
| SE (1) | SE440506B (en) |
| SU (1) | SU884564A3 (en) |
| ZA (1) | ZA777614B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4618695A (en) * | 1983-06-02 | 1986-10-21 | Ajinomoto Co., Inc. | Method of preparing methyl ester and its hydrochloride |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59219258A (en) * | 1983-05-28 | 1984-12-10 | Ajinomoto Co Inc | Preparation of alpha-l-aspartyl-l-phenylalanine methyl ester or its hydrochloride |
| JPS59225152A (en) * | 1983-06-02 | 1984-12-18 | Ajinomoto Co Inc | Preparation of alpha-l-aspartyl-l-phenylalanine-methyl ester of its hydrochloride |
| GB8321802D0 (en) * | 1983-08-12 | 1983-09-14 | Erba Farmitalia | Aspartame synthesis |
| JPH07636B2 (en) * | 1984-12-17 | 1995-01-11 | 三井東圧化学株式会社 | Process for producing N-formyl-α-aspartyl phenylalanine |
| ES8703487A1 (en) * | 1984-12-27 | 1987-03-01 | Mitsui Toatsu Chemicals | Process for the preparation of alpha-L-aspartyl-L-phenylalanine methyl ester. |
| AU561384B2 (en) * | 1985-03-26 | 1987-05-07 | Mitsui Toatsu Chemicals Inc. | Preparation of -l-aspartyl-l-phenylalanine methyl ester or hydrochloride thereof |
| AU586669B2 (en) * | 1985-03-29 | 1989-07-20 | Mitsui Toatsu Chemicals Inc. | Preparation process of ```-L-aspartyl-L-phenylalanine methyl ester or hydrochloride thereof |
| DE3600731A1 (en) * | 1986-01-13 | 1987-07-16 | Green Cross Korea | METHOD FOR PRODUCING (ALPHA) -L-ASPARTYL-L-PHENYLALANINE METHYLESTER |
| JPS6383098A (en) * | 1986-09-27 | 1988-04-13 | Ajinomoto Co Inc | Production of alpha-l-aspartyl-l-phenylalanine or derivative thereof |
| DE3780585T2 (en) * | 1986-12-05 | 1993-03-18 | Mitsui Toatsu Chemicals | PRODUCTION OF ALPHA-L-ASPARTYL-L-PHENYLALANINE METHYL ESTERS OR THEIR HYDROHALIDES. |
| JPH0832719B2 (en) * | 1986-12-19 | 1996-03-29 | 三井東圧化学株式会社 | Method for producing α-L-aspartyl-L-phenylalanine methyl ester having low hygroscopicity |
| JPS6411999U (en) * | 1987-07-13 | 1989-01-23 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5232371B2 (en) * | 1972-07-20 | 1977-08-20 | ||
| US3933781A (en) * | 1973-11-05 | 1976-01-20 | Monsanto Company | Process for the preparation of α-L-aspartyl-L-phenylalanine alkyl esters |
| JPS5223001A (en) * | 1975-08-14 | 1977-02-21 | Ajinomoto Co Inc | Process for elimination of formyl group |
-
1977
- 1977-12-16 MX MX776726U patent/MX4704E/en unknown
- 1977-12-22 ZA ZA00777614A patent/ZA777614B/en unknown
- 1977-12-23 DE DE19772757771 patent/DE2757771A1/en active Granted
- 1977-12-23 GB GB53633/77A patent/GB1546979A/en not_active Expired
- 1977-12-23 NO NO774440A patent/NO148069C/en unknown
- 1977-12-23 SE SE7714709A patent/SE440506B/en not_active IP Right Cessation
- 1977-12-23 NL NLAANVRAGE7714351,A patent/NL185211C/en not_active IP Right Cessation
- 1977-12-23 IT IT31246/77A patent/IT1088938B/en active
- 1977-12-23 DK DK577977A patent/DK149432C/en not_active IP Right Cessation
- 1977-12-23 CA CA293,911A patent/CA1100487A/en not_active Expired
- 1977-12-23 BE BE183786A patent/BE862258A/en not_active IP Right Cessation
- 1977-12-23 AU AU32014/77A patent/AU515038B2/en not_active Expired
- 1977-12-24 HU HU77MO1000A patent/HU179735B/en unknown
- 1977-12-26 BR BR7708632A patent/BR7708632A/en unknown
- 1977-12-26 JP JP52155755A patent/JPS6050200B2/en not_active Expired
- 1977-12-26 SU SU772557552A patent/SU884564A3/en active
- 1977-12-26 FR FR7739203A patent/FR2375194A1/en active Granted
- 1977-12-27 CH CH1592977A patent/CH631435A5/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4618695A (en) * | 1983-06-02 | 1986-10-21 | Ajinomoto Co., Inc. | Method of preparing methyl ester and its hydrochloride |
Also Published As
| Publication number | Publication date |
|---|---|
| NO148069C (en) | 1983-08-03 |
| FR2375194B1 (en) | 1984-04-13 |
| IT1088938B (en) | 1985-06-10 |
| SE7714709L (en) | 1978-06-28 |
| NO148069B (en) | 1983-04-25 |
| DK149432C (en) | 1987-04-21 |
| DE2757771A1 (en) | 1978-07-06 |
| JPS6050200B2 (en) | 1985-11-07 |
| JPS5382752A (en) | 1978-07-21 |
| CA1100487A (en) | 1981-05-05 |
| AU515038B2 (en) | 1981-03-12 |
| AU3201477A (en) | 1979-06-28 |
| MX4704E (en) | 1982-08-04 |
| NO774440L (en) | 1978-06-28 |
| CH631435A5 (en) | 1982-08-13 |
| NL7714351A (en) | 1978-06-29 |
| ZA777614B (en) | 1978-10-25 |
| FR2375194A1 (en) | 1978-07-21 |
| BR7708632A (en) | 1978-08-22 |
| HU179735B (en) | 1982-12-28 |
| BE862258A (en) | 1978-06-23 |
| NL185211B (en) | 1989-09-18 |
| SU884564A3 (en) | 1981-11-23 |
| DE2757771C2 (en) | 1988-08-25 |
| DK577977A (en) | 1978-06-28 |
| SE440506B (en) | 1985-08-05 |
| DK149432B (en) | 1986-06-09 |
| NL185211C (en) | 1990-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19971222 |