GB1496980A - Process for removing formyl groups from n-formyl protected esters - Google Patents
Process for removing formyl groups from n-formyl protected estersInfo
- Publication number
- GB1496980A GB1496980A GB48458/75A GB4845875A GB1496980A GB 1496980 A GB1496980 A GB 1496980A GB 48458/75 A GB48458/75 A GB 48458/75A GB 4845875 A GB4845875 A GB 4845875A GB 1496980 A GB1496980 A GB 1496980A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formyl
- acid
- dissociation constant
- ester
- hydroxylamine
- 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
- 150000002148 esters Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 title abstract 3
- 238000010494 dissociation reaction Methods 0.000 abstract 4
- 230000005593 dissociations Effects 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 2
- -1 N-formylamino Chemical group 0.000 abstract 2
- 229940024606 amino acid Drugs 0.000 abstract 2
- 150000007519 polyprotic acids Polymers 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- MQUUQXIFCBBFDP-VKHMYHEASA-N N-formyl-L-aspartic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NC=O MQUUQXIFCBBFDP-VKHMYHEASA-N 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- OPHMCBWUQRAKEO-JTQLQIEISA-N methyl (2s)-2-formamido-3-phenylpropanoate Chemical compound COC(=O)[C@@H](NC=O)CC1=CC=CC=C1 OPHMCBWUQRAKEO-JTQLQIEISA-N 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 108090000765 processed proteins & peptides Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/12—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by hydrolysis, i.e. solvolysis in general
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49140646A JPS5823380B2 (ja) | 1974-12-05 | 1974-12-05 | ホルミルキノ ダツリホウ |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1496980A true GB1496980A (en) | 1978-01-05 |
Family
ID=15273490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB48458/75A Expired GB1496980A (en) | 1974-12-05 | 1975-11-25 | Process for removing formyl groups from n-formyl protected esters |
Country Status (6)
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5223001A (en) * | 1975-08-14 | 1977-02-21 | Ajinomoto Co Inc | Process for elimination of formyl group |
| IT1194795B (it) * | 1981-05-13 | 1988-09-28 | Pierrel Spa | Procedimento per la eliminazione del gruppo n-formile da peptidi n-formilati e da esteri di peptidi n-formilati |
| EP0170055A1 (en) * | 1984-07-02 | 1986-02-05 | BURROUGHS CORPORATION (a Michigan corporation) | Mounting arrangement for display terminal |
| JPH07636B2 (ja) * | 1984-12-17 | 1995-01-11 | 三井東圧化学株式会社 | Ｎ−ホルミル−α−アスパルチルフエニルアラニンの製造法 |
| CA1277098C (en) * | 1984-12-27 | 1990-11-27 | Mitsui Toatsu Chemicals, Inc. | Preparation process of -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 |
| IT1190395B (it) * | 1985-09-30 | 1988-02-16 | Lark Spa | Procedimento per la rimozione del gruppo formile da un estere di n-formil peptide o di n-formil amminoacido |
| US4730076A (en) * | 1985-12-18 | 1988-03-08 | Nippon Kayaku Kabushiki Kaisha | Process for producing α-aspartyl-phenylalanine ester |
| ES2042583T3 (es) * | 1986-12-05 | 1993-12-16 | Mitsui Toatsu Chemicals | Preparacion de metil ester de alpha-l-aspartil-l-fenil-alanina o uno de sus hidrohaluros. |
| JPH0832719B2 (ja) * | 1986-12-19 | 1996-03-29 | 三井東圧化学株式会社 | 吸湿性の小さいα−Ｌ−アスパルチル−Ｌ−フエニルアラニンメチルエステルの製造法 |
| US5017690A (en) * | 1989-08-11 | 1991-05-21 | W. R. Grace & Co.-Conn. | Deblocking N-formyl aspartame compounds |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1543610A1 (de) * | 1966-08-27 | 1969-07-31 | Hoechst Ag | Verfahren zur Herstellung von Aminosaeuren und Peptiden und deren Derivaten |
-
1974
- 1974-12-05 JP JP49140646A patent/JPS5823380B2/ja not_active Expired
-
1975
- 1975-11-19 CA CA240,016A patent/CA1042875A/en not_active Expired
- 1975-11-25 GB GB48458/75A patent/GB1496980A/en not_active Expired
- 1975-11-26 US US05/635,746 patent/US4021418A/en not_active Expired - Lifetime
- 1975-12-03 DE DE2554421A patent/DE2554421C2/de not_active Expired
- 1975-12-04 CH CH1578675A patent/CH599115A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US4021418A (en) | 1977-05-03 |
| JPS5823380B2 (ja) | 1983-05-14 |
| DE2554421A1 (de) | 1976-06-10 |
| DE2554421C2 (de) | 1984-10-11 |
| CA1042875A (en) | 1978-11-21 |
| JPS5168520A (en) | 1976-06-14 |
| CH599115A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-05-12 |
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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: 19951124 |