UA77467C2 - A process for the preparation of 2-6(-substituted)-1,3-dioxane-4yl) acetic acid - Google Patents

A process for the preparation of 2-6(-substituted)-1,3-dioxane-4yl) acetic acid Download PDF

Info

Publication number: UA77467C2
Authority: UA; Ukraine
Prior art keywords: formula; differs; group; dioxan; substituted
Prior art date: 2001-12-27

Application number

UA20040604878A

Other languages

English (en)

Ukrainian (uk)

Priority date (The priority date 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 date listed.)

2001-12-27

Filing date

2002-09-12

Publication date

2006-12-15

2002-09-12 Application filed filed Critical

2006-12-15 Publication of UA77467C2 publication Critical patent/UA77467C2/uk

Links

238000000034 method Methods 0.000 title claims abstract description 23
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims description 12
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 11
125000000217 alkyl group Chemical group 0.000 claims abstract description 9
125000003118 aryl group Chemical group 0.000 claims abstract description 8
229910052736 halogen Inorganic materials 0.000 claims abstract description 8
150000002367 halogens Chemical class 0.000 claims abstract description 5
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
150000001242 acetic acid derivatives Chemical class 0.000 claims abstract description 3
150000004714 phosphonium salts Chemical group 0.000 claims description 12
239000003054 catalyst Substances 0.000 claims description 10
230000007704 transition Effects 0.000 claims description 10
239000007800 oxidant agent Substances 0.000 claims description 9
150000001875 compounds Chemical class 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 3
125000005843 halogen group Chemical group 0.000 claims description 3
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
150000001342 alkaline earth metals Chemical class 0.000 claims description 2
-1 phosphonium ion Chemical class 0.000 abstract description 8
238000006243 chemical reaction Methods 0.000 abstract description 7
239000003795 chemical substances by application Substances 0.000 abstract description 3
150000002500 ions Chemical class 0.000 abstract description 3
239000003444 phase transfer catalyst Substances 0.000 abstract 2
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical group CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000002904 solvent Substances 0.000 description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 2
239000002798 polar solvent Substances 0.000 description 2
235000011056 potassium acetate Nutrition 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
RKHXQBLJXBGEKF-UHFFFAOYSA-M tetrabutylphosphanium;bromide Chemical compound [Br-].CCCC[P+](CCCC)(CCCC)CCCC RKHXQBLJXBGEKF-UHFFFAOYSA-M 0.000 description 2
230000009466 transformation Effects 0.000 description 2
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
CXBDYQVECUFKRK-UHFFFAOYSA-N 1-methoxybutane Chemical compound CCCCOC CXBDYQVECUFKRK-UHFFFAOYSA-N 0.000 description 1
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
150000001734 carboxylic acid salts Chemical class 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003759 ester based solvent Substances 0.000 description 1
239000004210 ether based solvent Substances 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical group [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
BRKFQVAOMSWFDU-UHFFFAOYSA-M tetraphenylphosphanium;bromide Chemical compound [Br-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 BRKFQVAOMSWFDU-UHFFFAOYSA-M 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Catalysts (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Liquid Crystal Substances (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

UA20040604878A 2001-12-27 2002-09-12 A process for the preparation of 2-6(-substituted)-1,3-dioxane-4yl) acetic acid UA77467C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP01000794A EP1323717A1 (de)	2001-12-27	2001-12-27	Prozess für die Herstellung von 2-(6-Substituierten-1,3-Dioxan-4-yl) Essigsäure Derivaten
PCT/NL2002/000876 WO2003059901A1 (en)	2001-12-27	2002-12-09	Process for the preparation of 2-(6-substituted-1,3-dioxane-4-yl) acetic acid derivates

Publications (1)

Publication Number	Publication Date
UA77467C2 true UA77467C2 (en)	2006-12-15

Family

ID=8176121

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA20040604878A UA77467C2 (en)	2001-12-27	2002-09-12	A process for the preparation of 2-6(-substituted)-1,3-dioxane-4yl) acetic acid

Country Status (22)

Country	Link
US (1)	US7718812B2 (de)
EP (2)	EP1323717A1 (de)
JP (2)	JP2005519898A (de)
KR (1)	KR100958367B1 (de)
CN (1)	CN1286830C (de)
AT (1)	ATE319701T1 (de)
AU (1)	AU2002359093B2 (de)
BR (1)	BR0215310A (de)
CA (1)	CA2470647C (de)
CO (1)	CO5590893A2 (de)
DE (1)	DE60209798T2 (de)
HU (1)	HUP0402007A3 (de)
IL (2)	IL162687A0 (de)
IS (1)	IS2407B (de)
MX (1)	MXPA04006306A (de)
NO (1)	NO328643B1 (de)
NZ (1)	NZ533445A (de)
PL (1)	PL207129B1 (de)
RU (1)	RU2301229C2 (de)
UA (1)	UA77467C2 (de)
WO (1)	WO2003059901A1 (de)
ZA (1)	ZA200404482B (de)

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GB0011120D0 (en)	2000-05-09	2000-06-28	Avecia Ltd	Process
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EP1375493A1 (de)	2002-06-17	2004-01-02	Dsm N.V.	Verfahren zur Herstellung von Dioxanessigsäureester
GB0218781D0 (en)	2002-08-13	2002-09-18	Astrazeneca Ab	Chemical process
KR101060215B1 (ko)	2002-12-16	2011-08-29	아스트라제네카 유케이 리미티드	피리미딘 화합물의 제조 방법
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2001
- 2001-12-27 EP EP01000794A patent/EP1323717A1/de not_active Withdrawn
2002
- 2002-09-12 UA UA20040604878A patent/UA77467C2/uk unknown
- 2002-12-09 WO PCT/NL2002/000876 patent/WO2003059901A1/en not_active Ceased
- 2002-12-09 DE DE60209798T patent/DE60209798T2/de not_active Expired - Lifetime
- 2002-12-09 IL IL16268702A patent/IL162687A0/xx active IP Right Grant
- 2002-12-09 JP JP2003560004A patent/JP2005519898A/ja active Pending
- 2002-12-09 RU RU2004118057/04A patent/RU2301229C2/ru not_active IP Right Cessation
- 2002-12-09 AU AU2002359093A patent/AU2002359093B2/en not_active Ceased
- 2002-12-09 CN CNB028262018A patent/CN1286830C/zh not_active Expired - Lifetime
- 2002-12-09 PL PL370223A patent/PL207129B1/pl not_active IP Right Cessation
- 2002-12-09 EP EP02793596A patent/EP1461331B9/de not_active Expired - Lifetime
- 2002-12-09 BR BR0215310-6A patent/BR0215310A/pt not_active Application Discontinuation
- 2002-12-09 KR KR1020047010040A patent/KR100958367B1/ko not_active Expired - Fee Related
- 2002-12-09 AT AT02793596T patent/ATE319701T1/de not_active IP Right Cessation
- 2002-12-09 HU HU0402007A patent/HUP0402007A3/hu unknown
- 2002-12-09 US US10/501,250 patent/US7718812B2/en not_active Expired - Lifetime
- 2002-12-09 MX MXPA04006306A patent/MXPA04006306A/es active IP Right Grant
- 2002-12-09 CA CA2470647A patent/CA2470647C/en not_active Expired - Fee Related
- 2002-12-09 NZ NZ533445A patent/NZ533445A/en not_active IP Right Cessation
2004
- 2004-06-07 ZA ZA200404482A patent/ZA200404482B/en unknown
- 2004-06-22 IS IS7332A patent/IS2407B/is unknown
- 2004-06-22 IL IL162687A patent/IL162687A/en not_active IP Right Cessation
- 2004-06-22 CO CO04058284A patent/CO5590893A2/es not_active Application Discontinuation
- 2004-07-23 NO NO20043159A patent/NO328643B1/no not_active IP Right Cessation
2010
- 2010-02-09 JP JP2010026513A patent/JP2010132690A/ja active Pending

Also Published As

Publication number	Publication date
US7718812B2 (en)	2010-05-18
KR100958367B1 (ko)	2010-05-17
BR0215310A (pt)	2004-12-21
EP1461331A1 (de)	2004-09-29
PL370223A1 (en)	2005-05-16
NZ533445A (en)	2006-02-24
IS7332A (is)	2004-06-22
CA2470647A1 (en)	2003-07-24
JP2005519898A (ja)	2005-07-07
IL162687A0 (en)	2005-11-20
AU2002359093A1 (en)	2003-07-30
NO20043159L (no)	2004-07-23
NO328643B1 (no)	2010-04-19
CN1286830C (zh)	2006-11-29
JP2010132690A (ja)	2010-06-17
CN1608058A (zh)	2005-04-20
HUP0402007A3 (en)	2007-02-28
PL207129B1 (pl)	2010-11-30
US20050090674A1 (en)	2005-04-28
DE60209798T2 (de)	2006-11-02
MXPA04006306A (es)	2005-03-31
ATE319701T1 (de)	2006-03-15
EP1461331B1 (de)	2006-03-08
KR20040075910A (ko)	2004-08-30
CA2470647C (en)	2010-10-19
EP1323717A1 (de)	2003-07-02
CO5590893A2 (es)	2005-12-30
IS2407B (is)	2008-09-15
RU2004118057A (ru)	2006-02-27
RU2301229C2 (ru)	2007-06-20
AU2002359093B2 (en)	2008-11-13
HUP0402007A2 (hu)	2005-02-28
EP1461331B9 (de)	2006-06-28
DE60209798D1 (de)	2006-05-04
WO2003059901A1 (en)	2003-07-24
ZA200404482B (en)	2005-09-26
HK1069575A1 (en)	2005-05-27
IL162687A (en)	2007-10-31

Publication	Publication Date	Title
UA77467C2 (en)	2006-12-15	A process for the preparation of 2-6(-substituted)-1,3-dioxane-4yl) acetic acid
SU626690A3 (ru)	1978-09-30	Способ получени органических соединений
Iwanejko et al.	2019	Aminophosphonates and aminophosphonic acids with tetrasubstituted stereogenic center: Diastereoselective synthesis from cyclic ketimines
CN111704582A (zh)	2020-09-25	一种法匹拉韦及其衍生物的制备方法
EP0805791B1 (de)	1999-02-03	Verfahren zur herstellung von 2-(sustituierten benzoyl)-1,3 cyclohexandionen
HK1069575B (en)	2006-09-01	Process for the preparation of 2-(6-substituted-1,3-dioxane-4-yl) acetic acid derivatives
JP5033933B2 (ja)	2012-09-26	Ｎ−置換−２−アミノ−４−（ヒドロキシメチルホスフィニル）−２−ブテン酸の製造法
Erian et al.	1999	Phosphonium Ylides In Organic Synthesis III. 12 A Novel Synthesis Of α-Substituted Ylides and Pyrazole Systems
EP0276000B1 (de)	1993-09-29	Verfahren zur Herstellung von alpha-(Benzyliden)-acetonylphosphonate
US5079360A (en)	1992-01-07	Processes for preparing bicyclic compounds and intermediates thereof
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