SE8005314L - Forfarande for framstellning av en joptisk aktiv norpinenforening - Google Patents
Forfarande for framstellning av en joptisk aktiv norpinenforeningInfo
- Publication number
- SE8005314L SE8005314L SE8005314A SE8005314A SE8005314L SE 8005314 L SE8005314 L SE 8005314L SE 8005314 A SE8005314 A SE 8005314A SE 8005314 A SE8005314 A SE 8005314A SE 8005314 L SE8005314 L SE 8005314L
- Authority
- SE
- Sweden
- Prior art keywords
- optically active
- dimethyl
- substituted
- active
- joptic
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 2
- PBVMIPXCKZYJMA-UHFFFAOYSA-N bicyclo[3.1.1]hept-4-ene Chemical compound C1C2=CCCC1C2 PBVMIPXCKZYJMA-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 2
- XZFDKWMYCUEKSS-UHFFFAOYSA-N 6,6-Dimethylbicyclo[3.1.1]heptan-2-one Chemical compound C1C2C(C)(C)C1CCC2=O XZFDKWMYCUEKSS-UHFFFAOYSA-N 0.000 claims 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims 2
- JEHCHYAKAXDFKV-UHFFFAOYSA-J lead tetraacetate Chemical compound CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O JEHCHYAKAXDFKV-UHFFFAOYSA-J 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- -1 4-(4-substituted-2,6-dihydroxyphenyl)-6,6-dimethyl-2-norpinanone Chemical class 0.000 abstract 3
- 230000003287 optical effect Effects 0.000 abstract 2
- YFJDGZZRPOYOFP-UHFFFAOYSA-N (4-acetyloxy-6,6-dimethyl-2-bicyclo[3.1.1]hept-3-enyl) acetate Chemical compound CC(=O)OC1C=C(OC(C)=O)C2C(C)(C)C1C2 YFJDGZZRPOYOFP-UHFFFAOYSA-N 0.000 abstract 1
- TUJQDYIBTVJMMM-UHFFFAOYSA-N (4-acetyloxy-6,6-dimethyl-4-bicyclo[3.1.1]hept-2-enyl) acetate Chemical compound CC(=O)OC1(OC(C)=O)C=CC2C(C)(C)C1C2 TUJQDYIBTVJMMM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001591 beta-pinene derivatives Chemical class 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Saccharide Compounds (AREA)
Claims (1)
1. FOrfarande for framstallning am en optiskt aktiv norpinenfore- ning med den allmanna formeln: ddr RI betecknar acetoxi eller tillsammans med R3 bildar en dubbelbindning, dar R2 betecknar acetoxi eller tillsammans med R3 bildar en dubbelbindning, och dar R3 bildar er. dubbelbindning tillsammans med R1 eller tillsammans med R2,kannetecknatav att ett op- tiskt aktivt nopinon-enolap4at med 0 0 CH3C- H CH CH.p- 3 (V) omsAttes 1-20 timmar med blytetraacetat i ett icke-reaktivt organiskt 18sningsmedel vid forh8jd temperatur, foretradesvir vid reaktionsblandningens aterflUestemperatur.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/740,502 US4102902A (en) | 1976-11-10 | 1976-11-10 | Stereoselective preparation of hexahydro dibenzopyranones and intermediates therefor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE8005314L true SE8005314L (sv) | 1980-07-22 |
Family
ID=24976773
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7707633A SE428020B (sv) | 1976-11-10 | 1977-06-30 | Forfarande for framstellning av optiskt aktiva isomerer av 3-substituerade cis- och trans-1-hydroxi-6,6-dimetyl-6,6a-7,8,10,10a-hexahydro-9h-dibenso(b,d)-pyran-9-oner |
| SE8005316A SE434510B (sv) | 1976-11-10 | 1980-07-22 | Substituerad 4-(2,6-dihydroxifenyl)-6,6-dimetyl-2-norpinanon till anvendning som mellanprodukt |
| SE8005314A SE8005314L (sv) | 1976-11-10 | 1980-07-22 | Forfarande for framstellning av en joptisk aktiv norpinenforening |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7707633A SE428020B (sv) | 1976-11-10 | 1977-06-30 | Forfarande for framstellning av optiskt aktiva isomerer av 3-substituerade cis- och trans-1-hydroxi-6,6-dimetyl-6,6a-7,8,10,10a-hexahydro-9h-dibenso(b,d)-pyran-9-oner |
| SE8005316A SE434510B (sv) | 1976-11-10 | 1980-07-22 | Substituerad 4-(2,6-dihydroxifenyl)-6,6-dimetyl-2-norpinanon till anvendning som mellanprodukt |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US4102902A (sv) |
| JP (2) | JPS5925792B2 (sv) |
| AT (1) | AT356103B (sv) |
| AU (1) | AU509355B2 (sv) |
| BE (1) | BE856413A (sv) |
| BG (2) | BG28411A4 (sv) |
| CA (1) | CA1101875A (sv) |
| CH (2) | CH632506A5 (sv) |
| CS (1) | CS196376B2 (sv) |
| DD (2) | DD134350A5 (sv) |
| DE (3) | DE2760006C2 (sv) |
| DK (1) | DK301477A (sv) |
| ES (3) | ES460387A1 (sv) |
| FR (1) | FR2370742A1 (sv) |
| GB (2) | GB1584182A (sv) |
| GR (1) | GR66417B (sv) |
| HU (2) | HU183286B (sv) |
| IE (1) | IE45247B1 (sv) |
| IL (3) | IL52427A (sv) |
| MX (1) | MX5172E (sv) |
| NL (1) | NL7707467A (sv) |
| NZ (1) | NZ184526A (sv) |
| PH (3) | PH13827A (sv) |
| PL (2) | PL104356B1 (sv) |
| PT (1) | PT66746B (sv) |
| RO (1) | RO78780A (sv) |
| SE (3) | SE428020B (sv) |
| SU (2) | SU786898A3 (sv) |
| YU (1) | YU163677A (sv) |
| ZA (1) | ZA773960B (sv) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL55274A (en) * | 1978-08-02 | 1982-08-31 | Yissum Res Dev Co | 4-(2,6-dihydroxy-4-(dimethylheptyl)phenyl)substituted 2-pinen-10-ol and pinane derivatives,their preparation and pharmaceutical compositions comprising them |
| US4939169A (en) * | 1985-09-20 | 1990-07-03 | The Upjohn Company | 1,4-naphthalenediol and 1,4-hydroquinone derivatives |
| WO1987001698A2 (en) * | 1985-09-20 | 1987-03-26 | The Upjohn Company | 1,4-naphthalenediol and 1,4-hydroquinone derivatives |
| IL80411A (en) * | 1986-10-24 | 1991-08-16 | Raphael Mechoulam | Preparation of dibenzopyranol derivatives and pharmaceutical compositions containing them |
| JPH0315035A (ja) * | 1989-03-03 | 1991-01-23 | Konica Corp | カメラ |
| JP2577671B2 (ja) * | 1990-06-11 | 1997-02-05 | 高砂熱学工業株式会社 | 気化式精密加湿装置 |
| ATE247097T1 (de) * | 1998-05-04 | 2003-08-15 | Univ Connecticut | Analgetische und immunomodulierende cannabinoiden |
| US7897598B2 (en) * | 1998-06-09 | 2011-03-01 | Alexandros Makriyannis | Inhibitors of the anandamide transporter |
| US7589220B2 (en) * | 1998-06-09 | 2009-09-15 | University Of Connecticut | Inhibitors of the anandamide transporter |
| US7276613B1 (en) | 1998-11-24 | 2007-10-02 | University Of Connecticut | Retro-anandamides, high affinity and stability cannabinoid receptor ligands |
| US7161016B1 (en) | 1998-11-24 | 2007-01-09 | University Of Connecticut | Cannabimimetic lipid amides as useful medications |
| US6943266B1 (en) * | 1999-10-18 | 2005-09-13 | University Of Connecticut | Bicyclic cannabinoid agonists for the cannabinoid receptor |
| US7119108B1 (en) * | 1999-10-18 | 2006-10-10 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
| WO2001028497A2 (en) * | 1999-10-18 | 2001-04-26 | University Of Connecticut | Novel bicyclic cannabinoid agonists for the cannabinoid receptor |
| US8084467B2 (en) * | 1999-10-18 | 2011-12-27 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
| US6900236B1 (en) * | 1999-10-18 | 2005-05-31 | University Of Connecticut | Cannabimimetic indole derivatives |
| DE60033834T2 (de) | 1999-10-18 | 2007-11-15 | The University Of Connecticut, Farmington | Für periphäre cannabinoid-rezeptoren selektive liganden |
| US7741365B2 (en) * | 1999-10-18 | 2010-06-22 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
| US7393842B2 (en) * | 2001-08-31 | 2008-07-01 | University Of Connecticut | Pyrazole analogs acting on cannabinoid receptors |
| CA2435409A1 (en) * | 2001-01-26 | 2002-08-01 | University Of Connecticut | Novel cannabimimetic ligands |
| CA2436133A1 (en) | 2001-01-29 | 2002-08-08 | University Of Connecticut | Receptor selective cannabimimetic aminoalkylindoles |
| EP1414775B1 (en) * | 2001-07-13 | 2012-12-19 | The University of Connecticut | Bicyclic cannabinoid |
| US7666867B2 (en) * | 2001-10-26 | 2010-02-23 | University Of Connecticut | Heteroindanes: a new class of potent cannabimimetic ligands |
| WO2003091189A1 (en) * | 2002-04-25 | 2003-11-06 | Virginia Commonwealth University | Cannabinoids |
| WO2004017922A2 (en) | 2002-08-23 | 2004-03-04 | University Of Connecticut | Keto cannabinoids with therapeutic indications |
| ZA200802767B (en) * | 2005-09-29 | 2009-09-30 | Amr Technology Inc | Process for production of delta-9-tetrahydrocannabinol |
| US9763894B2 (en) * | 2006-12-05 | 2017-09-19 | Virginia Commonwealth University | Inflammation therapy |
| PL222532B1 (pl) | 2012-04-05 | 2016-08-31 | Akademia Morska W Szczecinie | Sposób i układ do diagnozowania układu wtryskowego silników o zapłonie samoczynnym, zwłaszcza silników okrętowych |
| US12029718B2 (en) | 2021-11-09 | 2024-07-09 | Cct Sciences, Llc | Process for production of essentially pure delta-9-tetrahydrocannabinol |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3856821A (en) * | 1973-07-18 | 1974-12-24 | Smithkline Corp | ALKOXY DIBENZO (b,d) PYRANS |
| US3856822A (en) * | 1973-07-18 | 1974-12-24 | Smithkline Corp | 3-alkenyl dibenzo (b,d)pyrans |
| US3856820A (en) * | 1973-07-18 | 1974-12-24 | Smithkline Corp | 2-AMINOMETHYL DIBENZO (b,d) PYRANS |
| US3928598A (en) * | 1973-11-05 | 1975-12-23 | Lilly Co Eli | Hexahydro-dibenzo{8 b,d{9 pyran-9-ones as an anti-anxiety drug |
-
1976
- 1976-11-10 US US05/740,502 patent/US4102902A/en not_active Expired - Lifetime
-
1977
- 1977-06-29 GB GB1144/80A patent/GB1584182A/en not_active Expired
- 1977-06-29 GB GB27138/77A patent/GB1584181A/en not_active Expired
- 1977-06-30 SE SE7707633A patent/SE428020B/sv not_active IP Right Cessation
- 1977-06-30 PT PT66746A patent/PT66746B/pt unknown
- 1977-06-30 IL IL52427A patent/IL52427A/xx unknown
- 1977-06-30 CA CA281,784A patent/CA1101875A/en not_active Expired
- 1977-06-30 ZA ZA00773960A patent/ZA773960B/xx unknown
- 1977-06-30 NZ NZ184526A patent/NZ184526A/xx unknown
- 1977-06-30 PH PH19935A patent/PH13827A/en unknown
- 1977-07-01 DE DE2760006A patent/DE2760006C2/de not_active Expired
- 1977-07-01 BG BG037819A patent/BG28411A4/xx unknown
- 1977-07-01 AU AU26684/77A patent/AU509355B2/en not_active Expired
- 1977-07-01 DE DE2729859A patent/DE2729859C2/de not_active Expired
- 1977-07-01 DE DE2760005A patent/DE2760005C2/de not_active Expired
- 1977-07-01 BG BG036778A patent/BG28061A3/xx unknown
- 1977-07-01 YU YU01636/77A patent/YU163677A/xx unknown
- 1977-07-04 ES ES460387A patent/ES460387A1/es not_active Expired
- 1977-07-04 PL PL1977199362A patent/PL104356B1/pl unknown
- 1977-07-04 MX MX775872U patent/MX5172E/es unknown
- 1977-07-04 PL PL1977206420A patent/PL104432B1/pl unknown
- 1977-07-04 BE BE1008247A patent/BE856413A/xx not_active IP Right Cessation
- 1977-07-04 JP JP52081489A patent/JPS5925792B2/ja not_active Expired
- 1977-07-04 CH CH819477A patent/CH632506A5/de not_active IP Right Cessation
- 1977-07-04 ES ES460388A patent/ES460388A1/es not_active Expired
- 1977-07-04 ES ES460389A patent/ES460389A1/es not_active Expired
- 1977-07-04 SU SU772497362A patent/SU786898A3/ru active
- 1977-07-05 GR GR53879A patent/GR66417B/el unknown
- 1977-07-05 DD DD77199899A patent/DD134350A5/xx unknown
- 1977-07-05 DK DK301477A patent/DK301477A/da not_active Application Discontinuation
- 1977-07-05 HU HU81113A patent/HU183286B/hu unknown
- 1977-07-05 NL NL7707467A patent/NL7707467A/xx not_active Application Discontinuation
- 1977-07-05 IE IE1389/77A patent/IE45247B1/en unknown
- 1977-07-05 RO RO7798966A patent/RO78780A/ro unknown
- 1977-07-05 HU HU77EI755A patent/HU177308B/hu unknown
- 1977-07-05 FR FR7720645A patent/FR2370742A1/fr active Granted
- 1977-07-05 DD DD77208796A patent/DD140455A5/de unknown
- 1977-07-06 CS CS774518A patent/CS196376B2/cs unknown
- 1977-07-06 AT AT483677A patent/AT356103B/de not_active IP Right Cessation
- 1977-10-28 PH PH20381A patent/PH13890A/en unknown
- 1977-10-28 PH PH20382A patent/PH14708A/en unknown
-
1978
- 1978-07-06 SU SU782633652A patent/SU1128829A3/ru active
-
1980
- 1980-07-15 IL IL60589A patent/IL60589A0/xx unknown
- 1980-07-15 IL IL60590A patent/IL60590A0/xx unknown
- 1980-07-22 SE SE8005316A patent/SE434510B/sv unknown
- 1980-07-22 SE SE8005314A patent/SE8005314L/sv not_active Application Discontinuation
-
1982
- 1982-02-05 CH CH71882A patent/CH632481A5/de not_active IP Right Cessation
- 1982-04-16 JP JP57064621A patent/JPS5912654B2/ja not_active Expired
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NAV | Patent application has lapsed |
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