(19) |
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(11) |
EP 3 663 305 A8 |
(12) |
CORRECTED EUROPEAN PATENT APPLICATION |
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published in accordance with Art. 153(4) EPC |
(15) |
Correction information: |
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Corrected version no 1 (W1 A1) |
(48) |
Corrigendum issued on: |
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16.09.2020 Bulletin 2020/38 |
(43) |
Date of publication: |
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10.06.2020 Bulletin 2020/24 |
(22) |
Date of filing: 29.05.2018 |
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(51) |
International Patent Classification (IPC):
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(86) |
International application number: |
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PCT/JP2018/020527 |
(87) |
International publication number: |
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WO 2019/026402 (07.02.2019 Gazette 2019/06) |
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(84) |
Designated Contracting States: |
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AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL
NO PL PT RO RS SE SI SK SM TR |
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Designated Extension States: |
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BA ME |
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Designated Validation States: |
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KH MA MD TN |
(30) |
Priority: |
03.08.2017 JP 2017150745
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(71) |
Applicant: National Center for Geriatrics and Gerontology |
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Obu City, Aichi 474-8511 (JP) |
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(72) |
Inventors: |
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- SUZUKI Masaaki
Obu City
Aichi 474-8511 (JP)
- KOYAMA Hiroko
Gifu-shi
Gifu 501-1193 (JP)
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(74) |
Representative: Kuhnen & Wacker
Patent- und Rechtsanwaltsbüro PartG mbB |
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Prinz-Ludwig-Straße 40A 85354 Freising 85354 Freising (DE) |
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(54) |
METHOD FOR INTRODUCING SUBSTITUENTS INTO ALPHA,BETA-UNSATURATED KETONE AND PROSTAGLANDIN
COMPOUND SYNTHESIS METHOD UTILIZING SAME |
(57) The present invention provides a method for introducing substituents into the α-position
and the β-position of an α,β-unsaturated ketone, which not only can be used for the
synthesis of a prostaglandin by a three-component coupling process, but also enables
synthesis of a prostaglandin in a high yield by one-pot operation without requiring
the use of a large excess amount of any of the three components required for the synthesis
or using a highly toxic heavy metal as a catalyst or a solvent that is highly toxic
to living bodies, and a method for synthesizing a prostaglandin using the same technical
means..
The method for introducing substituents into an α,β-unsaturated ketone according to
the present invention is a method for introducing substituents into the carbon at
the α-position and the carbon at the β-position of an α,β-unsaturated ketone, including:
a first step of mixing alkyllithium and trialkylalkenyl tin in which tin atom binds
to the vinyl position of the alkenyl group; a second step of mixing the mixture of
the first step and dialkylzinc; a third step of mixing the mixture of the second step
and an α,β-unsaturated ketone; and a fourth step of mixing the mixture of the third
step and a trifluoromethanesulfonate compound.