JPS5452024A - Stereospecific synthesis of optically active compounds - Google Patents
Stereospecific synthesis of optically active compoundsInfo
- Publication number
- JPS5452024A JPS5452024A JP11808677A JP11808677A JPS5452024A JP S5452024 A JPS5452024 A JP S5452024A JP 11808677 A JP11808677 A JP 11808677A JP 11808677 A JP11808677 A JP 11808677A JP S5452024 A JPS5452024 A JP S5452024A
- Authority
- JP
- Japan
- Prior art keywords
- optically active
- reaction
- derivative
- oxazepin
- perhydro
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 230000000707 stereoselective effect Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 3
- -1 6-substituted-methylidene-5, 7-dioxo-perhydro-1, 4-oxazepin Chemical class 0.000 abstract 2
- 239000007818 Grignard reagent Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- 150000004795 grignard reagents Chemical class 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 abstract 2
- 230000003178 anti-diabetic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910001507 metal halide Inorganic materials 0.000 abstract 1
- 150000005309 metal halides Chemical class 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain an optically active propionic acid by the reaction of a new derivative of 6-substituted-methylidene-5, 7-dioxo-perhydro-1, 4-oxazepin with Grignard reagent, followed by the hydrolysis.
CONSTITUTION: An optically active derivative of propionic acid of forjula II having the asymmetric center at β-position, by the reaction of a stereo isomer (new material) of 6-substituted-methylidene-5, 7-dioxo-perhydro-1, 4-oxazepin derivative of formula I (R1 and R2 are alkyl, or together form a 5- or 6-membered ring; R3=H or aryl; R4=lower alkyl, cycloalkyl, etc.) with Grignard reagent, followed by the hydrolysis.
EFFECT: The reaction in the presence of a metal halide gives the objective compound with high optical purity in high yield.
USE: Pharmaceutical, e.g. antiinflamatory agnets, antidiabetics, or their intermediates
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11808677A JPS5935369B2 (en) | 1977-09-30 | 1977-09-30 | Stereoselective synthesis method for optically active compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11808677A JPS5935369B2 (en) | 1977-09-30 | 1977-09-30 | Stereoselective synthesis method for optically active compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5452024A true JPS5452024A (en) | 1979-04-24 |
| JPS5935369B2 JPS5935369B2 (en) | 1984-08-28 |
Family
ID=14727642
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11808677A Expired JPS5935369B2 (en) | 1977-09-30 | 1977-09-30 | Stereoselective synthesis method for optically active compounds |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5935369B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63117748U (en) * | 1987-01-26 | 1988-07-29 | ||
| JPH01100731U (en) * | 1987-12-25 | 1989-07-06 |
-
1977
- 1977-09-30 JP JP11808677A patent/JPS5935369B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5935369B2 (en) | 1984-08-28 |
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