CS185191A3 - Enantiomers of 2-tetrahydrofuran derivatives, intermediates of said compounds and process for preparing thereof - Google Patents
Enantiomers of 2-tetrahydrofuran derivatives, intermediates of said compounds and process for preparing thereof Download PDFInfo
- Publication number
- CS185191A3 CS185191A3 CS911851A CS185191A CS185191A3 CS 185191 A3 CS185191 A3 CS 185191A3 CS 911851 A CS911851 A CS 911851A CS 185191 A CS185191 A CS 185191A CS 185191 A3 CS185191 A3 CS 185191A3
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- compound
- formula
- enantiomer
- tetrahydrofuran
- grade
- Prior art date
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- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
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- 241000235015 Yarrowia lipolytica Species 0.000 description 1
- CVBYQXBQHNZALC-XMMPIXPASA-N [(2r)-2-(octadecoxymethyl)oxolan-2-yl]methanol Chemical compound CCCCCCCCCCCCCCCCCCOC[C@]1(CO)CCCO1 CVBYQXBQHNZALC-XMMPIXPASA-N 0.000 description 1
- RVFZIJJIFJXYRX-CYBMUJFWSA-N [(2r)-2-(phenylmethoxymethyl)oxolan-2-yl]methanol Chemical compound C=1C=CC=CC=1COC[C@]1(CO)CCCO1 RVFZIJJIFJXYRX-CYBMUJFWSA-N 0.000 description 1
- YCZZQSFWHFBKMU-OLQVQODUSA-N [(2r,5s)-5-(hydroxymethyl)oxolan-2-yl]methanol Chemical compound OC[C@H]1CC[C@@H](CO)O1 YCZZQSFWHFBKMU-OLQVQODUSA-N 0.000 description 1
- CVBYQXBQHNZALC-DEOSSOPVSA-N [(2s)-2-(octadecoxymethyl)oxolan-2-yl]methanol Chemical compound CCCCCCCCCCCCCCCCCCOC[C@@]1(CO)CCCO1 CVBYQXBQHNZALC-DEOSSOPVSA-N 0.000 description 1
- ITTWDLWURYHNPB-DEOSSOPVSA-N [(2s)-2-(trityloxymethyl)oxolan-2-yl]methanol Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)OC[C@@]1(CO)CCCO1 ITTWDLWURYHNPB-DEOSSOPVSA-N 0.000 description 1
- 241000179532 [Candida] cylindracea Species 0.000 description 1
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- 125000002252 acyl group Chemical group 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 230000000890 antigenic effect Effects 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
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- 125000001589 carboacyl group Chemical group 0.000 description 1
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- 229920001429 chelating resin Polymers 0.000 description 1
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- 229940126543 compound 14 Drugs 0.000 description 1
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- 239000008120 corn starch Substances 0.000 description 1
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- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000263 cytotoxicity test Toxicity 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
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- 210000003743 erythrocyte Anatomy 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
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- 239000007789 gas Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000003862 health status Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 210000003141 lower extremity Anatomy 0.000 description 1
- 210000002540 macrophage Anatomy 0.000 description 1
- 229940050906 magnesium chloride hexahydrate Drugs 0.000 description 1
- DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 1
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Substances [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
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- 239000002609 medium Substances 0.000 description 1
- 201000000050 myeloid neoplasm Diseases 0.000 description 1
- RZJRJXONCZWCBN-NJFSPNSNSA-N octadecane Chemical class CCCCCCCCCCCCCCCCC[14CH3] RZJRJXONCZWCBN-NJFSPNSNSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
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- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000012746 preparative thin layer chromatography Methods 0.000 description 1
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- 230000001681 protective effect Effects 0.000 description 1
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- 210000002966 serum Anatomy 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
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- 230000000707 stereoselective effect Effects 0.000 description 1
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- 239000000758 substrate Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000005951 type IV hypersensitivity Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/12—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65742—Esters of oxyacids of phosphorus non-condensed with carbocyclic rings or heterocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oncology (AREA)
- Immunology (AREA)
- Hematology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54043890A | 1990-06-19 | 1990-06-19 | |
| US64739691A | 1991-01-29 | 1991-01-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS185191A3 true CS185191A3 (en) | 1992-01-15 |
Family
ID=27066435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS911851A CS185191A3 (en) | 1990-06-19 | 1991-06-17 | Enantiomers of 2-tetrahydrofuran derivatives, intermediates of said compounds and process for preparing thereof |
Country Status (21)
| Country | Link |
|---|---|
| EP (1) | EP0462935B1 (ja) |
| JP (1) | JP2709330B2 (ja) |
| KR (1) | KR920000772A (ja) |
| AT (1) | ATE125261T1 (ja) |
| AU (2) | AU649681B2 (ja) |
| CA (1) | CA2044786A1 (ja) |
| CS (1) | CS185191A3 (ja) |
| DE (1) | DE69111311T2 (ja) |
| DK (1) | DK0462935T3 (ja) |
| ES (1) | ES2076502T3 (ja) |
| FI (1) | FI912964A (ja) |
| GR (1) | GR3017437T3 (ja) |
| HK (1) | HK111996A (ja) |
| HU (1) | HU210548B (ja) |
| IE (1) | IE68417B1 (ja) |
| IL (1) | IL98524A (ja) |
| MY (1) | MY107022A (ja) |
| NZ (1) | NZ238573A (ja) |
| PL (1) | PL164981B1 (ja) |
| PT (1) | PT97994B (ja) |
| TW (1) | TW255897B (ja) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5208352A (en) * | 1992-04-02 | 1993-05-04 | Sandoz Ltd. | Process for preparing the R- and S-isomers of 2-hydroxy-methyl-2-octadecyloxymethyl-tetrahydrofuran and their use in preparing stereoisomers of pharmacologically active compounds |
| ATE225982T1 (de) * | 1998-07-17 | 2002-10-15 | Fuji Photo Film Co Ltd | Photozelle und photoelektrochemische zelle |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0178261A3 (en) * | 1984-10-10 | 1986-12-30 | Sandoz Ag | Substituted 2-furanyl or 5-oxo-2-furanyl-alkoxy phosphoryl alkyl cyclimmonium salts |
| US4601987A (en) * | 1985-02-27 | 1986-07-22 | Massachusetts Institute Of Technology | Enzymatic production of optical isomers of 2-halopropionic acids |
| DE3666435D1 (en) * | 1985-08-30 | 1989-11-23 | Sandoz Ag | Substituted hydroxy-heterocyclyl-alkoxy phosphinyloxy trialkylaminium hydroxide inner salt oxides, processes for their preparation and their use as pharmaceuticals |
| US4673672A (en) | 1985-10-28 | 1987-06-16 | Sandoz Pharmaceuticals Corp. | Substituted-[hydroxy(tetrahydro)-5-oxo-(2- and 3-furanyl or 2-thienyl)alkoxyphosphinyloxy]-alkanaminium hydroxide, inner salt oxides |
| US4868319A (en) * | 1987-12-22 | 1989-09-19 | Sandoz Pharm. Corp. | Process for the preparation of monoalkylcarbamate group-containing compounds |
-
1991
- 1991-06-06 HU HU911882A patent/HU210548B/hu not_active IP Right Cessation
- 1991-06-17 PT PT97994A patent/PT97994B/pt not_active IP Right Cessation
- 1991-06-17 CA CA002044786A patent/CA2044786A1/en not_active Abandoned
- 1991-06-17 NZ NZ238573A patent/NZ238573A/en unknown
- 1991-06-17 CS CS911851A patent/CS185191A3/cs unknown
- 1991-06-17 AU AU78439/91A patent/AU649681B2/en not_active Ceased
- 1991-06-17 IL IL9852491A patent/IL98524A/en not_active IP Right Cessation
- 1991-06-18 IE IE208191A patent/IE68417B1/en not_active IP Right Cessation
- 1991-06-18 FI FI912964A patent/FI912964A/fi not_active Application Discontinuation
- 1991-06-18 PL PL91290719A patent/PL164981B1/pl unknown
- 1991-06-18 KR KR1019910010079A patent/KR920000772A/ko not_active Application Discontinuation
- 1991-06-18 MY MYPI91001089A patent/MY107022A/en unknown
- 1991-06-18 JP JP3173245A patent/JP2709330B2/ja not_active Expired - Lifetime
- 1991-06-19 DE DE69111311T patent/DE69111311T2/de not_active Expired - Fee Related
- 1991-06-19 EP EP91810477A patent/EP0462935B1/en not_active Expired - Lifetime
- 1991-06-19 ES ES91810477T patent/ES2076502T3/es not_active Expired - Lifetime
- 1991-06-19 DK DK91810477.9T patent/DK0462935T3/da active
- 1991-06-19 AT AT91810477T patent/ATE125261T1/de not_active IP Right Cessation
- 1991-07-09 TW TW080105309A patent/TW255897B/zh active
-
1994
- 1994-08-23 AU AU71407/94A patent/AU677403B2/en not_active Ceased
-
1995
- 1995-09-18 GR GR950402562T patent/GR3017437T3/el unknown
-
1996
- 1996-06-27 HK HK111996A patent/HK111996A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IL98524A (en) | 1995-12-31 |
| GR3017437T3 (en) | 1995-12-31 |
| DE69111311T2 (de) | 1996-03-14 |
| EP0462935A1 (en) | 1991-12-27 |
| AU7843991A (en) | 1992-01-02 |
| IE68417B1 (en) | 1996-06-12 |
| KR920000772A (ko) | 1992-01-29 |
| ATE125261T1 (de) | 1995-08-15 |
| CA2044786A1 (en) | 1991-12-20 |
| AU649681B2 (en) | 1994-06-02 |
| ES2076502T3 (es) | 1995-11-01 |
| PL164981B1 (pl) | 1994-10-31 |
| FI912964A (fi) | 1991-12-20 |
| TW255897B (ja) | 1995-09-01 |
| IL98524A0 (en) | 1992-07-15 |
| MY107022A (en) | 1995-08-30 |
| DE69111311D1 (de) | 1995-08-24 |
| HK111996A (en) | 1996-07-05 |
| HU210548B (en) | 1995-05-29 |
| AU7140794A (en) | 1994-11-03 |
| IE912081A1 (en) | 1992-01-01 |
| PT97994A (pt) | 1992-03-31 |
| PT97994B (pt) | 1998-11-30 |
| JP2709330B2 (ja) | 1998-02-04 |
| HUT58340A (en) | 1992-02-28 |
| PL290719A1 (en) | 1992-07-27 |
| AU677403B2 (en) | 1997-04-24 |
| FI912964A0 (fi) | 1991-06-18 |
| DK0462935T3 (da) | 1995-11-06 |
| JPH04270276A (ja) | 1992-09-25 |
| NZ238573A (en) | 1993-11-25 |
| EP0462935B1 (en) | 1995-07-19 |
| HU911882D0 (en) | 1991-12-30 |
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