JP2013234194A5 - - Google Patents

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Publication number
JP2013234194A5
JP2013234194A5 JP2013153374A JP2013153374A JP2013234194A5 JP 2013234194 A5 JP2013234194 A5 JP 2013234194A5 JP 2013153374 A JP2013153374 A JP 2013153374A JP 2013153374 A JP2013153374 A JP 2013153374A JP 2013234194 A5 JP2013234194 A5 JP 2013234194A5
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JP
Japan
Prior art keywords
formula
compound
magunesato
iii
magnesium
Prior art date
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JP2013153374A
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Japanese (ja)
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JP2013234194A (en
JP5646706B2 (en
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Publication date
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Priority to JP2013153374A priority Critical patent/JP5646706B2/en
Priority claimed from JP2013153374A external-priority patent/JP5646706B2/en
Publication of JP2013234194A publication Critical patent/JP2013234194A/en
Priority to PCT/JP2014/068386 priority patent/WO2015012110A1/en
Priority to TW103125071A priority patent/TW201602128A/en
Publication of JP2013234194A5 publication Critical patent/JP2013234194A5/ja
Application granted granted Critical
Publication of JP5646706B2 publication Critical patent/JP5646706B2/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Claims (3)

式（Ｉ）：
Figure 2013234194
 で示される化合物とマグネシウムアート錯体との臭素・マグネシウム交換反応によってアリールマグネサートを得ること；
得られたアリールマグネサートを、式（ＩＩ）：
Figure 2013234194
 ［式中、ＴＭＳはトリメチルシリル基を示す］
で示される化合物と反応させて、更にＨ＋／ＭｅＯＨで処理し脱ＴＭＳ化とメトキシ化を行うことで、式（ＩＩＩ）：
Figure 2013234194
 ［式中、Ｍｅはメチル基を示す］
で示される化合物を得ること、
を含む、式（ＩＩＩ）の化合物の製造方法。 Formula (I):
Figure 2013234194
 In the bromine-magnesium exchange reaction between the compound and the magnesium ate complex represented to obtain aryl Magunesato;
The resulting aryl Magunesato, formula (II):
Figure 2013234194
 [Wherein TMS represents a trimethylsilyl group]
In shown is reacted with a compound, further by performing the H + / MeOH treated with de-TMS reduction and methoxylation, formula (III):
Figure 2013234194
 [Wherein Me represents a methyl group]
To obtain a compound represented by
A process for the preparation of a compound of formula (III). 前記マグネシウムアート錯体が、リチウムトリ（ｎ−ブチル）マグネサートである、請求項１に記載の方法。   The method of claim 1, wherein the magnesium ate complex is lithium tri (n-butyl) magnesate. 式（Ｉ）：
Figure 2013234194
 で示される化合物とマグネシウムアート錯体との臭素・マグネシウム交換反応によってアリールマグネサートを得ること；
得られたアリールマグネサートを、式（ＩＩ）：
Figure 2013234194
 ［式中、ＴＭＳはトリメチルシリル基を示す］
で示される化合物と反応させて、更にＨ＋／ＭｅＯＨで処理し脱ＴＭＳ化とメトキシ化を行うことで、式（ＩＩＩ）：
Figure 2013234194
 ［式中、Ｍｅはメチル基を示す］
で示される化合物を得ること；
式（ＩＩＩ）の化合物から−ＯＭｅ基を脱離させること；
を含む、式（ＩＶ）：
Figure 2013234194
 の化合物の製造方法。
Formula (I):
Figure 2013234194
 In the bromine-magnesium exchange reaction between the compound and the magnesium ate complex represented to obtain aryl Magunesato;
The resulting aryl Magunesato, formula (II):
Figure 2013234194
 [Wherein TMS represents a trimethylsilyl group]
Is reacted with a compound represented by formula (III): and further treated with H + / MeOH to perform deTMS and methoxylation.
Figure 2013234194
 [Wherein Me represents a methyl group]
To obtain a compound represented by:
Removing the -OMe group from the compound of formula (III);
Including formula (IV):
Figure 2013234194
 A method for producing the compound.
JP2013153374A 2013-07-24 2013-07-24 Method for producing C-glycoside derivative Expired - Fee Related JP5646706B2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2013153374A JP5646706B2 (en) 2013-07-24 2013-07-24 Method for producing C-glycoside derivative
PCT/JP2014/068386 WO2015012110A1 (en) 2013-07-24 2014-07-10 Method for manufacturing c-glycoside derivative
TW103125071A TW201602128A (en) 2013-07-24 2014-07-22 Method for manufacturing c-glycoside derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2013153374A JP5646706B2 (en) 2013-07-24 2013-07-24 Method for producing C-glycoside derivative

Publications (3)

Publication Number Publication Date
JP2013234194A JP2013234194A (en) 2013-11-21
JP2013234194A5 true JP2013234194A5 (en) 2014-10-30
JP5646706B2 JP5646706B2 (en) 2014-12-24

Family

ID=49760574

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2013153374A Expired - Fee Related JP5646706B2 (en) 2013-07-24 2013-07-24 Method for producing C-glycoside derivative

Country Status (3)

Country Link
JP (1) JP5646706B2 (en)
TW (1) TW201602128A (en)
WO (1) WO2015012110A1 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015101916A1 (en) 2013-12-30 2015-07-09 Mylan Laboratories Ltd. Process for the preparation of empagliflozin
CN106188022A (en) * 2015-04-30 2016-12-07 上海医药工业研究院 The preparation method that Yi Gelie is clean
TW202039428A (en) * 2018-12-17 2020-11-01 日商德山股份有限公司 Method for producing c-aryl hydroxy glycoxide derivatives
JP2022028986A (en) * 2018-12-17 2022-02-17 株式会社トクヤマ Method for producing c-arylhydroxy glycoxide derivative
US20240025873A1 (en) 2020-11-18 2024-01-25 Tokuyama Corporation Method for producing ketone derivative

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101001848B1 (en) * 2003-03-14 2010-12-17 고토부키 세이야쿠 가부시키가이샤 C-glycoside derivatives and salts thereof, and a pharmaceutical composition comprising the same
CN101568537A (en) * 2006-12-21 2009-10-28 安斯泰来制药有限公司 Method for producing C-glycoside derivative and synthetic intermediate thereof
EP2125768A1 (en) * 2007-02-21 2009-12-02 Boehringer Ingelheim International GmbH Tetrasubstituted glucopyranosylated benzene derivatives, medicaments containing such compounds, their use and process for their manufacture
BRPI0916769A2 (en) * 2008-07-15 2017-09-26 Theracos Inc deuterated benzylbenzene derivatives and methods of use

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