JPS6426575A - 1-halogeno-2,3,4-trioxybutanes and production of 5,6,7-trioxyheptanoic acid ester by using above-mentioned compound - Google Patents
1-halogeno-2,3,4-trioxybutanes and production of 5,6,7-trioxyheptanoic acid ester by using above-mentioned compoundInfo
- Publication number
- JPS6426575A JPS6426575A JP62183043A JP18304387A JPS6426575A JP S6426575 A JPS6426575 A JP S6426575A JP 62183043 A JP62183043 A JP 62183043A JP 18304387 A JP18304387 A JP 18304387A JP S6426575 A JPS6426575 A JP S6426575A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- trioxyheptanoic
- compound expressed
- trioxybutanes
- halogeno
- 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 title abstract 5
- 150000002148 esters Chemical class 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract 1
- 230000001093 anti-cancer Effects 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- YSAVZVORKRDODB-WDSKDSINSA-N diethyl tartrate Chemical compound CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC YSAVZVORKRDODB-WDSKDSINSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- -1 lithium aluminum hydride Chemical compound 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 150000003208 punaglandins Chemical class 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 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
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Abstract
NEW MATERIAL:1-Halogeno-2,3,4-trioxybutanes expressed by formula I (R<1>, R<2> and R<3> are protecting groups of hydroxyl; R<2> and R<3> together form acetal; X is halogen; '*' represents optical activity or inactivity). EXAMPLE:(4S,5R)-4-Benzyloxymethyl-5-iodomethyl-2,2-dimethyl-1,3-dioxolan. USE:Useful as a raw material for producing 5,6,7-trioxyheptanoic esters which are useful in synthesis of punaglandin having anticancer action and antiviral action. The 5,6,7-trioxyheptanoic esters are synthesized by adding a compound expressed by formula I to an acrylates. PREPARATION:Diethyl tartrate, whose hydroxy group is protected with acetal, is reduced with lithium aluminum hydride and converted through the compound expressed by formula II and compound expressed by formula III to the aimed compound expressed by formula I.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62183043A JPS6426575A (en) | 1987-07-22 | 1987-07-22 | 1-halogeno-2,3,4-trioxybutanes and production of 5,6,7-trioxyheptanoic acid ester by using above-mentioned compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62183043A JPS6426575A (en) | 1987-07-22 | 1987-07-22 | 1-halogeno-2,3,4-trioxybutanes and production of 5,6,7-trioxyheptanoic acid ester by using above-mentioned compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6426575A true JPS6426575A (en) | 1989-01-27 |
Family
ID=16128742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62183043A Pending JPS6426575A (en) | 1987-07-22 | 1987-07-22 | 1-halogeno-2,3,4-trioxybutanes and production of 5,6,7-trioxyheptanoic acid ester by using above-mentioned compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6426575A (en) |
-
1987
- 1987-07-22 JP JP62183043A patent/JPS6426575A/en active Pending
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