JPS57171965A - Novel prostaglandin intermediate and its preparation - Google Patents
Novel prostaglandin intermediate and its preparationInfo
- Publication number
- JPS57171965A JPS57171965A JP56055483A JP5548381A JPS57171965A JP S57171965 A JPS57171965 A JP S57171965A JP 56055483 A JP56055483 A JP 56055483A JP 5548381 A JP5548381 A JP 5548381A JP S57171965 A JPS57171965 A JP S57171965A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- protective group
- preparation
- butyldimethylsiloxy
- prostaglandin
- 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
- 150000003180 prostaglandins Chemical class 0.000 title abstract 3
- 125000006239 protecting group Chemical group 0.000 abstract 4
- GEGZUKCXRBOEAP-RMCZDVGLSA-N 3-[3-[(1r,2r,3r)-3-hydroxy-2-[(e)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]propylsulfanyl]propanoic acid Chemical compound CCCCCC(O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCSCCC(O)=O GEGZUKCXRBOEAP-RMCZDVGLSA-N 0.000 abstract 1
- 239000005749 Copper compound Substances 0.000 abstract 1
- BZKFMUIJRXWWQK-UHFFFAOYSA-N Cyclopentenone Chemical compound O=C1CCC=C1 BZKFMUIJRXWWQK-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000001880 copper compounds Chemical class 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
Abstract
NEW MATERIAL:The prostaglandin intermediate of formulaI(R1 is 1W10C alkyl or cycloalkyl; R2 is H or methyl; R3 and R4 are H or protective group; Y is 0, etc.).
EXAMPLE: 2-Allyl-3-[3'(S)-t-butyldimethylsiloxy-1'-octenyl]-4-t-butyldimethylsiloxy-cyclopentanone.
USE: Intermediate of prostaglandin, which can be converted to the novel 4-thiaprostaglandin E1 of formula II and 4-thiaprostaglandinI1 of formula III.
PROCESS: The compound of formulaIwherein Y=0 can be prepared by reacting the cyclopentenone compond of formula IV (R4-1 is protective group) with the organic copper compound of formula V (R3-1 is protective group; X is phenylthio, etc.) or formula VI, and if necessary, eliminating the protective groups.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56055483A JPS57171965A (en) | 1981-04-15 | 1981-04-15 | Novel prostaglandin intermediate and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56055483A JPS57171965A (en) | 1981-04-15 | 1981-04-15 | Novel prostaglandin intermediate and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57171965A true JPS57171965A (en) | 1982-10-22 |
| JPH0140813B2 JPH0140813B2 (en) | 1989-08-31 |
Family
ID=12999862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56055483A Granted JPS57171965A (en) | 1981-04-15 | 1981-04-15 | Novel prostaglandin intermediate and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57171965A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4785685A (en) * | 1986-04-09 | 1988-11-22 | Toyota Jidosha Kabushiki Kaisha | Rack guide of synthetic resin for a rack and pinion type steering device |
| US7109371B2 (en) | 2004-01-05 | 2006-09-19 | Johnson Matthey Public Limited Company | Prostaglandin synthesis |
| JP2007517780A (en) * | 2003-12-19 | 2007-07-05 | ジョンソン、マッセイ、パブリック、リミテッド、カンパニー | Prostaglandin synthesis |
| JP2013047224A (en) * | 2011-08-24 | 2013-03-07 | Chirogate Internatl Inc | Intermediate for synthesizing benzoindene prostaglandin and method for producing the same |
-
1981
- 1981-04-15 JP JP56055483A patent/JPS57171965A/en active Granted
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4785685A (en) * | 1986-04-09 | 1988-11-22 | Toyota Jidosha Kabushiki Kaisha | Rack guide of synthetic resin for a rack and pinion type steering device |
| JP2007517780A (en) * | 2003-12-19 | 2007-07-05 | ジョンソン、マッセイ、パブリック、リミテッド、カンパニー | Prostaglandin synthesis |
| JP4764828B2 (en) * | 2003-12-19 | 2011-09-07 | ジョンソン、マッセイ、パブリック、リミテッド、カンパニー | Prostaglandin synthesis |
| US7109371B2 (en) | 2004-01-05 | 2006-09-19 | Johnson Matthey Public Limited Company | Prostaglandin synthesis |
| US7141706B2 (en) | 2004-01-05 | 2006-11-28 | Johnson Matthey Public Limited Company | Protected and unprotected triols for prostaglandin synthesis |
| US7161042B2 (en) | 2004-01-05 | 2007-01-09 | Johnson Matthey Public Limited Company | Protected diols for prostaglandin synthesis |
| JP2013047224A (en) * | 2011-08-24 | 2013-03-07 | Chirogate Internatl Inc | Intermediate for synthesizing benzoindene prostaglandin and method for producing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0140813B2 (en) | 1989-08-31 |
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