IL23943A - Process for preparing optically active 2-pyrrolidone-5-carboxylic acids - Google Patents
Process for preparing optically active 2-pyrrolidone-5-carboxylic acidsInfo
- Publication number
- IL23943A IL23943A IL2394365A IL2394365A IL23943A IL 23943 A IL23943 A IL 23943A IL 2394365 A IL2394365 A IL 2394365A IL 2394365 A IL2394365 A IL 2394365A IL 23943 A IL23943 A IL 23943A
- Authority
- IL
- Israel
- Prior art keywords
- acid
- salts
- optically active
- process according
- antipodes
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 125000000070 5-oxo-L-proline group Chemical class [H]N1[C@@](C(=O)[*])([H])C([H])([H])C([H])([H])C1=O 0.000 title 1
- 239000002253 acid Substances 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 10
- 230000003287 optical effect Effects 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 4
- 239000002244 precipitate Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 238000001640 fractional crystallisation Methods 0.000 claims description 2
- 239000011833 salt mixture Substances 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000008247 solid mixture Substances 0.000 description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- 241000357437 Mola Species 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000006340 racemization Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6408266A NL6408266A (de) | 1964-07-18 | 1964-07-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL23943A true IL23943A (en) | 1969-07-30 |
Family
ID=19790572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2394365A IL23943A (en) | 1964-07-18 | 1965-07-13 | Process for preparing optically active 2-pyrrolidone-5-carboxylic acids |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE667021A (de) |
| BR (1) | BR6571360D0 (de) |
| CH (1) | CH465612A (de) |
| DE (1) | DE1620475A1 (de) |
| GB (1) | GB1096928A (de) |
| IL (1) | IL23943A (de) |
| NL (1) | NL6408266A (de) |
-
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/de unknown
- 1965-07-15 GB GB3013365A patent/GB1096928A/en not_active Expired
- 1965-07-16 BR BR17136065A patent/BR6571360D0/pt unknown
- 1965-07-16 DE DE19651620475 patent/DE1620475A1/de active Pending
- 1965-07-16 BE BE667021D patent/BE667021A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6408266A (de) | 1966-01-19 |
| CH465612A (de) | 1968-11-30 |
| BE667021A (de) | 1966-01-17 |
| DE1620475A1 (de) | 1970-01-02 |
| BR6571360D0 (pt) | 1973-09-11 |
| GB1096928A (en) | 1967-12-29 |
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