PL406616A1 - Cis- (4R, 5R, 6S) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and trans- (4R, 5S, 6R) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and the method of their simultaneous preparation - Google Patents
Cis- (4R, 5R, 6S) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and trans- (4R, 5S, 6R) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and the method of their simultaneous preparationInfo
- Publication number
- PL406616A1 PL406616A1 PL406616A PL40661613A PL406616A1 PL 406616 A1 PL406616 A1 PL 406616A1 PL 406616 A PL406616 A PL 406616A PL 40661613 A PL40661613 A PL 40661613A PL 406616 A1 PL406616 A1 PL 406616A1
- Authority
- PL
- Poland
- Prior art keywords
- isopropylphenyl
- iodoethyl
- dihydrofuran
- trans
- simultaneous preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- SLVGTZHVTFYEFE-ZWNMCFTASA-N (E,2S)-4-(4-propan-2-ylphenyl)but-3-en-2-ol Chemical compound C(C)(C)C1=CC=C(C=C1)/C=C/[C@H](C)O SLVGTZHVTFYEFE-ZWNMCFTASA-N 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000004440 column chromatography Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Wynalazek dotyczy optycznie czynnych ß-(4'-izopropylofenylo)-?-jodo-?-laktonów o wzorach 1 i 2 oraz sposobu ich jednoczesnego otrzymywania. Sposób jednoczesnego otrzymywania optycznie czynnych ß-(4'-izopropylofenylo)-?-jodo-?-laktonów polega na tym, że (S,E)-4-(4'-izopropylofenylo)-but-3-en-2-ol przeprowadza się w wyniku trzyetapowej syntezy w mieszaninę jodolaktonów, które następnie wydziela się w postaci czystej metodą chromatografii kolumnowej otrzymując cis-(4R,5R,6S)-5-(1-jodoetylo)-4-(4'-izopropylofenylo) -dihydrofuran-2-on o wzorze 1 i trans-(4R,5S,6R)-5-(1-jodoetylo)-4-(4'-izopropylofenylo)-dihydrofuran-2-on o wzorze 2. Optycznie czynne ß-(4'-izopropylofenylo)-?-jodo-?-laktony o wzorach 1 i 2 mogą znaleźć zastosowanie w farmacji jako związki o działaniu antynowotworowym.The invention relates to optically active ß- (4'-isopropylphenyl) - α - iodo - α - lactones of formulas 1 and 2 and a process for their simultaneous preparation. The method of simultaneous preparation of optically active ß- (4'-isopropylphenyl) - α - iodo - β-lactones is that (S, E) -4- (4'-isopropylphenyl) -but-3-en-2-ol is carried out as a result of a three-step synthesis into a mixture of iodolactones, which are then isolated in pure form by column chromatography to give cis- (4R, 5R, 6S) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) -dihydrofuran- 2-one of formula 1 and trans- (4R, 5S, 6R) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one of formula 2. Optically active ß- (4 ' -isopropylphenyl) - α - iodo - α - lactones of formulas 1 and 2 may find use in pharmacy as antitumor compounds.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL406616A PL221299B1 (en) | 2013-12-20 | 2013-12-20 | Cis- (4R, 5R, 6S) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and trans- (4R, 5S, 6R) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and the method of their simultaneous preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL406616A PL221299B1 (en) | 2013-12-20 | 2013-12-20 | Cis- (4R, 5R, 6S) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and trans- (4R, 5S, 6R) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and the method of their simultaneous preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL406616A1 true PL406616A1 (en) | 2015-01-05 |
| PL221299B1 PL221299B1 (en) | 2016-03-31 |
Family
ID=52126410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL406616A PL221299B1 (en) | 2013-12-20 | 2013-12-20 | Cis- (4R, 5R, 6S) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and trans- (4R, 5S, 6R) -5- (1-iodoethyl) -4- (4'-isopropylphenyl) dihydrofuran-2-one and the method of their simultaneous preparation |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL221299B1 (en) |
-
2013
- 2013-12-20 PL PL406616A patent/PL221299B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL221299B1 (en) | 2016-03-31 |
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