JP2009285556A - 有機分子触媒、およびエポキシケトンの製造方法 - Google Patents
有機分子触媒、およびエポキシケトンの製造方法 Download PDFInfo
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- JP2009285556A JP2009285556A JP2008139907A JP2008139907A JP2009285556A JP 2009285556 A JP2009285556 A JP 2009285556A JP 2008139907 A JP2008139907 A JP 2008139907A JP 2008139907 A JP2008139907 A JP 2008139907A JP 2009285556 A JP2009285556 A JP 2009285556A
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- 0 C[C@@](CNC(NCC(Cc1ccccc1)NC(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)=O)=N*)NC(Nc1cc(C(F)(F)F)cc(*)c1)=* Chemical compound C[C@@](CNC(NCC(Cc1ccccc1)NC(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)=O)=N*)NC(Nc1cc(C(F)(F)F)cc(*)c1)=* 0.000 description 7
- AEJUCKDRCDVQJC-UHFFFAOYSA-N CC(C)(C)OC(NCCNC(NCC(C1)C1NC(OC(C)(C)C)=O)S)=O Chemical compound CC(C)(C)OC(NCCNC(NCC(C1)C1NC(OC(C)(C)C)=O)S)=O AEJUCKDRCDVQJC-UHFFFAOYSA-N 0.000 description 1
- CZERERWOCAEVIF-DHIUTWEWSA-N CC(C)[C@@H](CNC(NC[C@H](C(C)C)NC(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)=O)=NC)NC(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)=O Chemical compound CC(C)[C@@H](CNC(NC[C@H](C(C)C)NC(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)=O)=NC)NC(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)=O CZERERWOCAEVIF-DHIUTWEWSA-N 0.000 description 1
- QGQILXBVXCHHOM-GJZGRUSLSA-N [O-][N+](c1ccc([C@@H]2O[C@H]2C(c2ccccc2)=O)cc1)=O Chemical compound [O-][N+](c1ccc([C@@H]2O[C@H]2C(c2ccccc2)=O)cc1)=O QGQILXBVXCHHOM-GJZGRUSLSA-N 0.000 description 1
Classifications
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- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
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- Epoxy Compounds (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
既存の有機分子触媒は、シンコナアルカロイド類を用いる場合が多いが、当該触媒は反応条件下において不安定である。従って回収-再利用ができない。
また、この有機分子触媒を用いる、エポキシケトンの新規な製造方法の開発が望まれている。
また、本発明は、上記有機分子触媒を用いる、エポキシケトンの新規な製造方法を提供することを目的とする。
R1:Bn,i-Pr,Me,t-Bu,またはPh
R2,R3: R2,R3は別個独立にC1〜C18の飽和アルキル基、またはR2,R3は互いに結合してC4〜C6の環状化合物を形成
X:F,Cl,Br,I,OH,BF4,またはBPh4
Y1〜Y5:別個独立にH,F,CF3,OH,OMe,C1〜C4のアルキル基
R1:Bn,i-Pr,Me,t-Bu,またはPh
R2,R3: R2,R3は別個独立にC1〜C18の飽和アルキル基、またはR2,R3は互いに結合してC4〜C6の環状化合物を形成
X:F,Cl,Br,I,OH,BF4,またはBPh4
Y1〜Y5:別個独立にH,F,CF3,OH,OMe,C1〜C4のアルキル基
また、カルコン誘導体に関しても同様の手法を用いた。
HPLC-separation conditions: Chiralcel OD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 98 / 2, 1.00 mL/min; tminor = 18.4 min, tmajor = 19.7 min.
HPLC-separation conditions: Chiralcel OD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 90 / 10, 1.00 mL/min; tminor = 8.6 min, tmajor = 9.6 min.
HPLC-separation conditions: Chiralpak AD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 90 / 10, 1.00 mL/min; tminor = 43.1 min, tmajor = 62.9 min.
HPLC-separation conditions: Chiralcel OD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 95 / 5, 0.80 mL/min; tminor = 22.2 min, tmajor = 20.5 min.
HPLC-separation conditions: Chiralpak AD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 95 / 5, 1.00 mL/min; tminor = 29.9 min, tmajor = 35.2 min.
HPLC-separation conditions: Chiralcel OD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 98 / 2, 1.00 mL/min; tminor = 34.9 min, tmajor = 40.6 min.
HPLC-separation conditions: Chiralpak AD-H, 0.46 cm (φ) x 25 cm (L), hexane / IPA = 95 / 5, 1.00 mL/min; tminor = 16.3 min, tmajor = 18.6 min.
Claims (6)
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JP2008139907A JP5071905B2 (ja) | 2008-05-28 | 2008-05-28 | 有機分子触媒、およびエポキシケトンの製造方法 |
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JP2008139907A JP5071905B2 (ja) | 2008-05-28 | 2008-05-28 | 有機分子触媒、およびエポキシケトンの製造方法 |
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JP2009285556A true JP2009285556A (ja) | 2009-12-10 |
JP5071905B2 JP5071905B2 (ja) | 2012-11-14 |
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JP2008139907A Expired - Fee Related JP5071905B2 (ja) | 2008-05-28 | 2008-05-28 | 有機分子触媒、およびエポキシケトンの製造方法 |
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0331272A (ja) * | 1989-06-14 | 1991-02-12 | Smithkline Beecham Corp | エポキシエステルの製造方法およびそれによって製造される中間体 |
JPH1180036A (ja) * | 1997-09-04 | 1999-03-23 | Nagase & Co Ltd | 不斉相間移動触媒を用いる光学活性化合物の製造方法 |
JP2000198774A (ja) * | 1999-01-07 | 2000-07-18 | Shiratori Seiyaku Kk | 光学活性グアニジン誘導体 |
WO2005077921A1 (ja) * | 2004-02-18 | 2005-08-25 | Takasago International Corporation | グアニジン化合物及びそれを用いる不斉反応 |
JP2007302852A (ja) * | 2006-05-15 | 2007-11-22 | Japan Science & Technology Agency | 光学活性イミダゾリジン化合物とそのポリマー固定化複合体並びに不斉合成触媒 |
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2008
- 2008-05-28 JP JP2008139907A patent/JP5071905B2/ja not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0331272A (ja) * | 1989-06-14 | 1991-02-12 | Smithkline Beecham Corp | エポキシエステルの製造方法およびそれによって製造される中間体 |
JPH1180036A (ja) * | 1997-09-04 | 1999-03-23 | Nagase & Co Ltd | 不斉相間移動触媒を用いる光学活性化合物の製造方法 |
JP2000198774A (ja) * | 1999-01-07 | 2000-07-18 | Shiratori Seiyaku Kk | 光学活性グアニジン誘導体 |
WO2005077921A1 (ja) * | 2004-02-18 | 2005-08-25 | Takasago International Corporation | グアニジン化合物及びそれを用いる不斉反応 |
JP2007302852A (ja) * | 2006-05-15 | 2007-11-22 | Japan Science & Technology Agency | 光学活性イミダゾリジン化合物とそのポリマー固定化複合体並びに不斉合成触媒 |
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