GB1096928A - Process for preparing optically active pyrrolidone carboxylic acid - Google Patents
Process for preparing optically active pyrrolidone carboxylic acidInfo
- Publication number
- GB1096928A GB1096928A GB3013365A GB3013365A GB1096928A GB 1096928 A GB1096928 A GB 1096928A GB 3013365 A GB3013365 A GB 3013365A GB 3013365 A GB3013365 A GB 3013365A GB 1096928 A GB1096928 A GB 1096928A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carboxylic acid
- pyrrolidone carboxylic
- optically active
- salts
- solvent
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A mixture containing D(+)- and L(-)-pyrrolidone carboxylic acid is treated with L(-)-a -amino-e -caprolactam to form the corresponding diasteresisomeric salts; these may be separated by contacting the reaction mixture or product with a solvent (e.g. ethanol) which has a differential solvent effect on the mixed salts; thus the salt-formation may be carried out in the solvent with one form precipitating, or the solid mixture of salts may be extracted. The active pyrrolidone carboxylic acid may be obtained from the salt; the L(-)-form so obtained may be freed from DL-pyrrolidone carboxylic acid impurity by precipitating the latter from a saturated solution of L(-)-pyrrolidone carboxylic acid. Hydrolysis of the optically active pyrrolidone carboxylic acid gives optically active glutamic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6408266A NL6408266A (en) | 1964-07-18 | 1964-07-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1096928A true GB1096928A (en) | 1967-12-29 |
Family
ID=19790572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3013365A Expired GB1096928A (en) | 1964-07-18 | 1965-07-15 | Process for preparing optically active pyrrolidone carboxylic acid |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE667021A (en) |
| BR (1) | BR6571360D0 (en) |
| CH (1) | CH465612A (en) |
| DE (1) | DE1620475A1 (en) |
| GB (1) | GB1096928A (en) |
| IL (1) | IL23943A (en) |
| NL (1) | NL6408266A (en) |
-
1964
- 1964-07-18 NL NL6408266A patent/NL6408266A/xx unknown
-
1965
- 1965-07-13 IL IL2394365A patent/IL23943A/en unknown
- 1965-07-14 CH CH990965A patent/CH465612A/en unknown
- 1965-07-15 GB GB3013365A patent/GB1096928A/en not_active Expired
- 1965-07-16 BR BR17136065A patent/BR6571360D0/en unknown
- 1965-07-16 DE DE19651620475 patent/DE1620475A1/en active Pending
- 1965-07-16 BE BE667021D patent/BE667021A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH465612A (en) | 1968-11-30 |
| NL6408266A (en) | 1966-01-19 |
| DE1620475A1 (en) | 1970-01-02 |
| BR6571360D0 (en) | 1973-09-11 |
| IL23943A (en) | 1969-07-30 |
| BE667021A (en) | 1966-01-17 |
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