JP2004502656A5 - - Google Patents
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- Publication number
- JP2004502656A5 JP2004502656A5 JP2002507746A JP2002507746A JP2004502656A5 JP 2004502656 A5 JP2004502656 A5 JP 2004502656A5 JP 2002507746 A JP2002507746 A JP 2002507746A JP 2002507746 A JP2002507746 A JP 2002507746A JP 2004502656 A5 JP2004502656 A5 JP 2004502656A5
- Authority
- JP
- Japan
- Prior art keywords
- methoxy
- formula
- alkyl
- compound
- alkyloxy
- 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
- 238000000034 method Methods 0.000 claims description 37
- 150000001875 compounds Chemical class 0.000 claims description 30
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 23
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- VURFVHCLMJOLKN-UHFFFAOYSA-N diphosphane Chemical compound PP VURFVHCLMJOLKN-UHFFFAOYSA-N 0.000 claims description 10
- -1 carbonate ester Chemical class 0.000 claims description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 229910052703 rhodium Inorganic materials 0.000 claims description 6
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 6
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 150000004696 coordination complex Chemical class 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000003446 ligand Substances 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 239000010948 rhodium Substances 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 2
- 230000010933 acylation Effects 0.000 claims description 2
- 238000005917 acylation reaction Methods 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 239000003638 chemical reducing agent Substances 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 150000001993 dienes Chemical class 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims description 2
- 229910052741 iridium Inorganic materials 0.000 claims description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 2
- AFRJJFRNGGLMDW-UHFFFAOYSA-N lithium amide Chemical group [Li+].[NH2-] AFRJJFRNGGLMDW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052987 metal hydride Inorganic materials 0.000 claims description 2
- 150000004681 metal hydrides Chemical class 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 claims description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 description 9
- 0 *c1ccc(C=O)cc1* Chemical compound *c1ccc(C=O)cc1* 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH13182000 | 2000-07-03 | ||
| CH1318/00 | 2000-07-03 | ||
| PCT/CH2001/000398 WO2002002487A1 (en) | 2000-07-03 | 2001-06-26 | Process for the preparation of (r)-2-alkyl-3-phenyl-1-propanols |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004502656A JP2004502656A (ja) | 2004-01-29 |
| JP2004502656A5 true JP2004502656A5 (enExample) | 2008-07-24 |
| JP4841799B2 JP4841799B2 (ja) | 2011-12-21 |
Family
ID=4565375
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002507746A Expired - Fee Related JP4841799B2 (ja) | 2000-07-03 | 2001-06-26 | （ｒ）−２−アルキル−３−フェニル−１−プロパノールの調製方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6881868B2 (enExample) |
| EP (1) | EP1296912B1 (enExample) |
| JP (1) | JP4841799B2 (enExample) |
| CN (1) | CN1293026C (enExample) |
| AR (1) | AR029558A1 (enExample) |
| AT (1) | ATE316518T1 (enExample) |
| AU (1) | AU2001273762A1 (enExample) |
| BR (1) | BR0112128A (enExample) |
| CA (1) | CA2414844C (enExample) |
| DE (1) | DE60116874T2 (enExample) |
| TW (1) | TW575537B (enExample) |
| WO (1) | WO2002002487A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE323787T1 (de) * | 2002-12-18 | 2006-05-15 | Cardinal Cg Co | Plasmaunterstützte filmabscheidung |
| DE102005052195A1 (de) | 2005-10-28 | 2007-05-03 | Reuter Chemischer Apparatebau Kg | Verfahren zur Herstellung von chiralen Octensäurederivaten |
| BRPI0706778A2 (pt) * | 2006-01-30 | 2011-04-05 | Speedel Experimenta Ag | processos para a preparação estéreo-seletiva de álcoois a partir de compostos alfa, beta-insaturados |
| EP1921069A1 (de) * | 2006-11-08 | 2008-05-14 | Speedel Experimenta AG | Verfahren zur Herstellung von 2-Alkyl-3-heterocyclyl-prop-2-en-1-olen |
| TW200837046A (en) * | 2006-11-08 | 2008-09-16 | Speedel Experimenta Ag | Process for preparing organic compounds |
| EP1939182A1 (de) * | 2006-12-22 | 2008-07-02 | Speedel Experimenta AG | Verfahren zur Herstellung von (R oder S)-2-Alkyl-3-heterocyclyl-1-propanolen |
| EP1958666A1 (en) | 2007-02-13 | 2008-08-20 | Speedel Experimenta AG | Heterocyclic-substituted alkanamides as therapeutic compounds |
| AR065792A1 (es) * | 2007-03-21 | 2009-07-01 | Speedel Experimenta Ag | Proceso para preparar (r o s) -5- (1 -azido-3-(6-metoxi-5-(3-metoxi-propoxi) -piridin-3-ilmetil) -4-metil- pentil) -3-alquil-dihidro-furan-2-ona |
| EP2178816A1 (en) * | 2007-07-11 | 2010-04-28 | DSM Fine Chemicals Austria Nfg GmbH & Co KG | Alpha-substituted , -unsaturated e- or z-aldehydes, use thereof, and processes for their preparation , |
| EP2173696A1 (en) * | 2007-07-11 | 2010-04-14 | DSM IP Assets B.V. | Preparation of a saturated aldehyde |
| DE102007049039A1 (de) | 2007-10-11 | 2009-04-16 | Reuter Chemischer Apparatebau Kg | Verfahren zur Herstellung von 8-Hydrazino-8-Aryl-Octanoylderivaten und deren Verwendung |
| US8203005B2 (en) | 2009-10-29 | 2012-06-19 | Carbo Design Llc | Manufacturing process for enantiomerically pure 8-aryloctanoic acids as Aliskiren |
| TW201202178A (en) | 2010-06-04 | 2012-01-16 | Chemo Iberica Sa | Process for producing Aliskiren |
| US8703976B2 (en) | 2011-10-02 | 2014-04-22 | Milan Soukup | Manufacturing process for 8-aryloctanoic acids such as Aliskiren |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2709268A1 (de) * | 1977-03-03 | 1978-09-07 | Merck Patent Gmbh | Diphenylaetherderivate, verfahren zu ihrer herstellung und pharmazeutische zubereitungen enthaltend diese verbindungen |
| ZA838831B (en) * | 1982-12-31 | 1984-07-25 | Fujisawa Pharmaceutical Co | New nitro aliphatic compounds,process for preparation thereof and use thereof |
| JPH0694441B2 (ja) * | 1992-11-18 | 1994-11-24 | 和光純薬工業株式会社 | ＤＬ−スレオ−２−（３，４−ジ低級アルキルオキシ−α−ヒドロキシベンジル）イソ吉草酸アルキル及びその製造法 |
| MY119161A (en) * | 1994-04-18 | 2005-04-30 | Novartis Ag | Delta-amino-gamma-hydroxy-omega-aryl-alkanoic acid amides with enzyme especially renin inhibiting activities |
| DE19516968A1 (de) * | 1995-05-12 | 1996-11-14 | Basf Ag | Optisch aktive Phosphine, deren Herstellung, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese |
| CN100482632C (zh) * | 2000-07-03 | 2009-04-29 | 斯皮德尔药品公司 | (r)-2-烷基-3-苯基丙酸的制备 |
-
2001
- 2001-06-26 BR BR0112128-6A patent/BR0112128A/pt not_active IP Right Cessation
- 2001-06-26 AT AT01940046T patent/ATE316518T1/de active
- 2001-06-26 US US10/312,992 patent/US6881868B2/en not_active Expired - Fee Related
- 2001-06-26 CN CNB018122337A patent/CN1293026C/zh not_active Expired - Fee Related
- 2001-06-26 JP JP2002507746A patent/JP4841799B2/ja not_active Expired - Fee Related
- 2001-06-26 WO PCT/CH2001/000398 patent/WO2002002487A1/en not_active Ceased
- 2001-06-26 AU AU2001273762A patent/AU2001273762A1/en not_active Abandoned
- 2001-06-26 CA CA2414844A patent/CA2414844C/en not_active Expired - Fee Related
- 2001-06-26 DE DE60116874T patent/DE60116874T2/de not_active Expired - Lifetime
- 2001-06-26 EP EP01940046A patent/EP1296912B1/en not_active Expired - Lifetime
- 2001-06-29 TW TW90115928A patent/TW575537B/zh not_active IP Right Cessation
- 2001-07-03 AR ARP010103176A patent/AR029558A1/es unknown
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