JPS577480A - 4-alkoxy-6-phenoxymethyl-2-pyrone derivative - Google Patents
4-alkoxy-6-phenoxymethyl-2-pyrone derivativeInfo
- Publication number
- JPS577480A JPS577480A JP8114380A JP8114380A JPS577480A JP S577480 A JPS577480 A JP S577480A JP 8114380 A JP8114380 A JP 8114380A JP 8114380 A JP8114380 A JP 8114380A JP S577480 A JPS577480 A JP S577480A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- alkyl
- afford
- reacted
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 abstract 7
- -1 6-[ 1-( 4-Chlorophenoxy )-1-methylethyl ]-4-methoxy-5,6-dihydro-2H-pyran-2-one Chemical compound 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 238000007259 addition reaction Methods 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 230000000049 anti-anxiety effect Effects 0.000 abstract 1
- 239000002249 anxiolytic agent Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229910000765 intermetallic Inorganic materials 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Landscapes
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:A compound of formula I (X and Y are H or halogen; R1 and R2 are H or 1W4C alkyl; R3 is 1W4C alkyl; R4 is H or OH.).
EXAMPLE: 6-[ 1-( 4-Chlorophenoxy )-1-methylethyl ]-4-methoxy-5,6-dihydro-2H-pyran-2-one.
USE: A medicine having an anti-anxiety action.
PROCESS: A compound of the formula CH3COCH2COOR (R is alkyl) is reacted with a metallic hydride compound, e.g. NaH, and the resultant product is then reacted with an alkul metallic compound, e.g. n-butyl lithium, in an inert solvent, e.g. THF, to give a compound of the formula C⊖H2COC⊖HCOOR, which is then subjected to the addition reaction with a compound of formula II at a low temperature to afford a compound of formula III. The resultant compound of formula III is further hydrolyzed with an alkali and subjected to the ring closing reaction in the presence of an acidic catalyst, e.g. HCl, to give a compound of formula IV, which is then alkoxylated to afford the compound of formula I in which R4 is H.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8114380A JPS577480A (en) | 1980-06-16 | 1980-06-16 | 4-alkoxy-6-phenoxymethyl-2-pyrone derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8114380A JPS577480A (en) | 1980-06-16 | 1980-06-16 | 4-alkoxy-6-phenoxymethyl-2-pyrone derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS577480A true JPS577480A (en) | 1982-01-14 |
Family
ID=13738183
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8114380A Pending JPS577480A (en) | 1980-06-16 | 1980-06-16 | 4-alkoxy-6-phenoxymethyl-2-pyrone derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS577480A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5163109A (en) * | 1988-10-27 | 1992-11-10 | Kabushiki Kaisha Komatsu Seisakusho | Optical connector assembly |
| WO2009042444A3 (en) * | 2007-09-27 | 2009-05-14 | Sirion Therapeutics Inc | Methods and compounds for treating retinol-related diseases |
| US7973079B2 (en) | 2007-09-27 | 2011-07-05 | Revision Therapeutics, Inc. | Methods and compounds for treating retinol-related diseases |
-
1980
- 1980-06-16 JP JP8114380A patent/JPS577480A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5163109A (en) * | 1988-10-27 | 1992-11-10 | Kabushiki Kaisha Komatsu Seisakusho | Optical connector assembly |
| WO2009042444A3 (en) * | 2007-09-27 | 2009-05-14 | Sirion Therapeutics Inc | Methods and compounds for treating retinol-related diseases |
| US7973079B2 (en) | 2007-09-27 | 2011-07-05 | Revision Therapeutics, Inc. | Methods and compounds for treating retinol-related diseases |
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