AU2001234510A1 - Increasing enantioselectivity in reductions with borane reagents - Google Patents
Increasing enantioselectivity in reductions with borane reagentsInfo
- Publication number
- AU2001234510A1 AU2001234510A1 AU2001234510A AU3451001A AU2001234510A1 AU 2001234510 A1 AU2001234510 A1 AU 2001234510A1 AU 2001234510 A AU2001234510 A AU 2001234510A AU 3451001 A AU3451001 A AU 3451001A AU 2001234510 A1 AU2001234510 A1 AU 2001234510A1
- Authority
- AU
- Australia
- Prior art keywords
- enantioselectivity
- borohydride
- borane
- increasing
- reductions
- 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.)
- Abandoned
Links
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 title abstract 8
- 229910000085 borane Inorganic materials 0.000 title abstract 4
- 239000003153 chemical reaction reagent Substances 0.000 title abstract 4
- 230000009467 reduction Effects 0.000 title abstract 2
- 239000000758 substrate Substances 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- 238000006722 reduction reaction Methods 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- UWTDFICHZKXYAC-UHFFFAOYSA-N boron;oxolane Chemical compound [B].C1CCOC1 UWTDFICHZKXYAC-UHFFFAOYSA-N 0.000 abstract 1
- 230000001627 detrimental effect Effects 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- BDOLXPFAFMNDOK-UHFFFAOYSA-N oxazaborolidine Chemical compound B1CCON1 BDOLXPFAFMNDOK-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B53/00—Asymmetric syntheses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09553264 | 2000-04-20 | ||
| US09/553,264 US6218585B1 (en) | 2000-04-20 | 2000-04-20 | Increasing enatioselectivity in reductions with borane reagents |
| PCT/US2001/002069 WO2001081277A1 (en) | 2000-04-20 | 2001-01-22 | Increasing enantioselectivity in reductions with borane reagents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2001234510A1 true AU2001234510A1 (en) | 2001-11-07 |
Family
ID=24208775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2001234510A Abandoned AU2001234510A1 (en) | 2000-04-20 | 2001-01-22 | Increasing enantioselectivity in reductions with borane reagents |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6218585B1 (de) |
| EP (1) | EP1274666B1 (de) |
| AT (1) | ATE273258T1 (de) |
| AU (1) | AU2001234510A1 (de) |
| DE (1) | DE60104839T2 (de) |
| ES (1) | ES2223784T3 (de) |
| WO (1) | WO2001081277A1 (de) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6218585B1 (en) * | 2000-04-20 | 2001-04-17 | Mine Safety Appliances Company | Increasing enatioselectivity in reductions with borane reagents |
| FR2824830B1 (fr) * | 2001-05-18 | 2003-07-04 | Centre Nat Rech Scient | Catalyseur pour reduction enantioselective de cetones |
| US7767833B2 (en) * | 2004-08-12 | 2010-08-03 | Sigma-Aldrich Co. | Stabilized borane-tetrahydrofuran complex |
| US20080200672A1 (en) * | 2005-08-30 | 2008-08-21 | Margarita Ortiz-Marciales | Highly enantioselective carbonyl reduction with borane catalyzed by chiral spiroborate esters derived from chiral beta-aminoalcohols |
| US7750168B2 (en) * | 2006-02-10 | 2010-07-06 | Sigma-Aldrich Co. | Stabilized deuteroborane-tetrahydrofuran complex |
| CA2642388C (en) * | 2006-02-16 | 2013-11-05 | Kotobuki Pharmaceutical Co., Ltd. | Process for preparing optically active alcohols |
| JP2009541418A (ja) * | 2006-06-26 | 2009-11-26 | ビーエーエスエフ ソシエタス・ヨーロピア | ボランエーテル錯体 |
| US8013189B2 (en) * | 2007-09-21 | 2011-09-06 | Basf Se | Accelerated amide and ester reductions with amine boranes and additives |
| US20100016484A1 (en) * | 2008-07-18 | 2010-01-21 | Basf Se | Process for producing 1,3,2-dioxaborinane compounds |
| EP3411359B1 (de) | 2016-02-04 | 2021-10-13 | Merck Sharp & Dohme Corp. | Verfahren zur herstellung von hydroxylaminderivaten, die in der herstellung von infektionsschutzmitteln nützlich sind |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4943635A (en) * | 1987-08-27 | 1990-07-24 | President & Fellows Of Harvard College | Enantioselective reduction of ketones |
| US6048985A (en) * | 1998-12-22 | 2000-04-11 | Mine Safety Appliances Company | Borane-tetrahydrofuran complex method of storing and reacting borane-tetrahydrofuran complex |
| US6218585B1 (en) * | 2000-04-20 | 2001-04-17 | Mine Safety Appliances Company | Increasing enatioselectivity in reductions with borane reagents |
-
2000
- 2000-04-20 US US09/553,264 patent/US6218585B1/en not_active Expired - Lifetime
-
2001
- 2001-01-22 DE DE60104839T patent/DE60104839T2/de not_active Expired - Lifetime
- 2001-01-22 AT AT01906624T patent/ATE273258T1/de active
- 2001-01-22 AU AU2001234510A patent/AU2001234510A1/en not_active Abandoned
- 2001-01-22 ES ES01906624T patent/ES2223784T3/es not_active Expired - Lifetime
- 2001-01-22 EP EP01906624A patent/EP1274666B1/de not_active Expired - Lifetime
- 2001-01-22 WO PCT/US2001/002069 patent/WO2001081277A1/en active IP Right Grant
- 2001-01-26 US US09/771,230 patent/US6610894B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ES2223784T3 (es) | 2005-03-01 |
| DE60104839T2 (de) | 2005-01-05 |
| EP1274666A1 (de) | 2003-01-15 |
| EP1274666B1 (de) | 2004-08-11 |
| US6218585B1 (en) | 2001-04-17 |
| DE60104839D1 (de) | 2004-09-16 |
| US6610894B2 (en) | 2003-08-26 |
| ATE273258T1 (de) | 2004-08-15 |
| US20010047116A1 (en) | 2001-11-29 |
| WO2001081277A1 (en) | 2001-11-01 |
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