ES2188017T3 - Procedimiento de preparacion de gamma butirolactonas hidroxi-sustituidas. - Google Patents
Procedimiento de preparacion de gamma butirolactonas hidroxi-sustituidas.Info
- Publication number
- ES2188017T3 ES2188017T3 ES98948584T ES98948584T ES2188017T3 ES 2188017 T3 ES2188017 T3 ES 2188017T3 ES 98948584 T ES98948584 T ES 98948584T ES 98948584 T ES98948584 T ES 98948584T ES 2188017 T3 ES2188017 T3 ES 2188017T3
- Authority
- ES
- Spain
- Prior art keywords
- butirolactonas
- hidroxi
- gamma
- preparation procedure
- preparation
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 abstract 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 abstract 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical class O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 abstract 1
- FUDDLSHBRSNCBV-UHFFFAOYSA-N 4-hydroxyoxolan-2-one Chemical compound OC1COC(=O)C1 FUDDLSHBRSNCBV-UHFFFAOYSA-N 0.000 abstract 1
- NSISJFFVIMQBRN-UHFFFAOYSA-N 5-(hydroxymethyl)oxolan-2-one Chemical compound OCC1CCC(=O)O1 NSISJFFVIMQBRN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 abstract 1
- 229930188620 butyrolactone Natural products 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 235000011090 malic acid Nutrition 0.000 abstract 1
- 239000001630 malic acid Substances 0.000 abstract 1
- DKRLDWPGYHOBCX-UHFFFAOYSA-N methyl 4,5-dihydroxypentanoate Chemical compound COC(=O)CCC(O)CO DKRLDWPGYHOBCX-UHFFFAOYSA-N 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Epoxy Compounds (AREA)
Abstract
Un procedimiento para la producción de un compuesto hidroxi- sustituido que comprende: hacer reaccionar en una mezcla de reacción un diéster de alquilo inferior de un alcanodiácido 2- hidroxi- sustituido, en donde el diácido contiene de 4 a 8 átomos de carbono y el grupo alquilo contiene de 1 a 4 átomos de carbono, con borohidruro de un metal alcalino en un disolvente inerte para producir el compuesto hidroxi- sustituido.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US962365 | 1997-10-31 | ||
| US08/962,365 US5808107A (en) | 1997-10-31 | 1997-10-31 | Process for the preparation of hydroxy substituted gamma butyrolactones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2188017T3 true ES2188017T3 (es) | 2003-06-16 |
| ES2188017T5 ES2188017T5 (es) | 2006-07-16 |
Family
ID=25505755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98948584T Expired - Lifetime ES2188017T5 (es) | 1997-10-31 | 1998-09-29 | Procedimiento de preparacion de gamma butirolactonas hidroxi-sustituidas. |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US5808107A (es) |
| EP (1) | EP1027343B2 (es) |
| JP (1) | JP3527706B2 (es) |
| KR (1) | KR100369857B1 (es) |
| AT (1) | ATE229013T1 (es) |
| CA (1) | CA2304809C (es) |
| DE (1) | DE69809962T3 (es) |
| DK (1) | DK1027343T3 (es) |
| ES (1) | ES2188017T5 (es) |
| PT (1) | PT1027343E (es) |
| WO (1) | WO1999023086A1 (es) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9618099D0 (en) | 1996-08-30 | 1996-10-09 | Zeneca Ltd | Process |
| IT1297120B1 (it) * | 1997-12-16 | 1999-08-03 | Sigma Tau Ind Farmaceuti | Procedimento per la produzione di (r)-3-idrossi-4-butirrolattone utile nella preparazione della (r)-carnitina |
| US6949684B2 (en) | 1998-03-03 | 2005-09-27 | Daiso Co., Ltd. | Process for preparing 1,2,4-butanetriol |
| KR100622963B1 (ko) * | 1998-03-03 | 2006-09-12 | 다이소 가부시키가이샤 | 1,2,4-부탄트리올의 제조 방법 |
| US6040464A (en) * | 1998-06-01 | 2000-03-21 | Board Of Trustees Operating Michigan State University | Process for the preparation of protected 3-amino-1,2-dihydroxypropane acetal and derivatives thereof |
| US6084131A (en) * | 1998-06-01 | 2000-07-04 | Board Of Trustees Operating Michigan State University | Process for the preparation of protected dihydroxypropyl trialkylammonium salts and derivatives thereof |
| US6713290B2 (en) * | 1998-07-24 | 2004-03-30 | Samsung Fine Chemicals Co., Ltd. | Process for preparing optically pure (S)-3-hydroxy-γ-butyrolactone |
| JP2002521031A (ja) * | 1998-07-24 | 2002-07-16 | サムスン ファイン ケミカルズ カンパニー リミテッド | α−(1,4)結合したオリゴサッカリドの製造方法 |
| US6423850B1 (en) * | 1999-06-18 | 2002-07-23 | E.I. Du Pont De Nemours And Company | Preparation and use of gamma-butyrolactones as cross-linking agents |
| KR100645665B1 (ko) * | 2000-07-27 | 2006-11-13 | 에스케이 주식회사 | (s)-베타-하이드록시-감마-부티로락톤의 연속 제조방법 |
| US6288239B1 (en) | 2000-09-19 | 2001-09-11 | Board Of Trustees Operating Michigan State University | 5-trityloxymethyl-oxazolidinones and process for the preparation thereof |
| US6288238B1 (en) | 2000-09-19 | 2001-09-11 | Board Of Trustees Operating Michigan State University | Process for the preparation of 5-hydroxymethyl 2-oxazolidinone and novel intermediate |
| JP4824874B2 (ja) | 2001-07-19 | 2011-11-30 | 高砂香料工業株式会社 | 光学活性γ−ブチロラクトンの製造方法 |
| EP1398312A1 (en) * | 2002-09-13 | 2004-03-17 | Hong-Sun Uh | Beta-substituted-gamma-butyrolactones and a process for preparation thereof |
| ATE394384T1 (de) * | 2002-09-18 | 2008-05-15 | Sk Holdings Co Ltd | Kontinuierliches verfahren zur herstellung von optisch reinem (s)-beta hydroxy- gamma- butyrolacton |
| WO2005068642A2 (en) | 2003-10-01 | 2005-07-28 | Board Of Trustees Operating Michigan State University | Bacterial synthesis of 1,2,4-butanetriol enantiomers |
| CN100335457C (zh) * | 2005-09-08 | 2007-09-05 | 上海交通大学 | 3-位手性羟基被保护的3,4-二羟基丁酸酯及其制备方法 |
| WO2007100227A1 (en) * | 2006-03-02 | 2007-09-07 | Lg Chem, Ltd. | Method for preparing (s)-3-hydroxy-gamma-butyrolactone using hydrolase |
| US20110165641A1 (en) * | 2006-03-31 | 2011-07-07 | The Board Of Trustees Of Michigan State University | Synthesis of 1,2,4-Butanetriol Enantiomers from Carbohydrates |
| CN101512004A (zh) * | 2006-07-19 | 2009-08-19 | 密歇根州州立大学托管委员会 | D-1,2,4-丁三醇的微生物合成 |
| CN100441573C (zh) * | 2006-07-20 | 2008-12-10 | 厦门大学 | 一种合成s-(3)-羟基四氢呋喃的方法 |
| WO2010101651A1 (en) * | 2009-03-06 | 2010-09-10 | Massachusetts Institute Of Technology | Microbial production of 3-hydroxyacids from glucose and glycolate |
| WO2012116307A1 (en) | 2011-02-25 | 2012-08-30 | Massachusetts Institute Of Technology | Microbial production of 3,4-dihydroxybutyrate (3,4-dhba), 2,3-dihydroxybutyrate (2,3-dhba) and 3-hydroxybutyrolactone (3-hbl) |
| EP3835285A1 (en) * | 2016-03-15 | 2021-06-16 | Shionogi & Co., Ltd | Method for producing phenoxyethanol derivative |
| WO2019126216A1 (en) | 2017-12-18 | 2019-06-27 | Tris Phama, Inc. | Pharmaceutical compositions comprising a floating interpenetrating polymer network forming system |
| WO2019126214A1 (en) | 2017-12-18 | 2019-06-27 | Tris Pharma, Inc. | Pharmaceutical composition comprising ghb gastro-retentive raft forming systems having trigger pulse drug release |
| JP2021506984A (ja) | 2017-12-18 | 2021-02-22 | トリス・フアルマ・インコーポレーテツド | トリガーパルス薬物放出を有する胃内滞留型raft形成システムを含む放出調節薬物粉末組成物 |
| EP3737353A1 (en) | 2017-12-18 | 2020-11-18 | Tris Pharma, Inc. | Ghb pharmaceutical compositions comprising a floating interpenetrating polymer network forming system |
| FR3088324B1 (fr) * | 2018-11-08 | 2020-10-09 | Inst Des Sciences Et Industries Du Vivant Et De Lenvironnement Agroparistech | Procede biocatalytique de production de 2h-hbo a partir de lgo utilisant une cyclohexanone monooxygenase |
| CN112939901B (zh) * | 2021-02-09 | 2023-05-09 | 中国科学院福建物质结构研究所 | 一种α-羟基-γ-丁内酯的制备方法 |
| EP4658242A1 (en) | 2023-02-03 | 2025-12-10 | Tris Pharma, Inc. | Low sodium oxybate once nightly composition |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3024250A (en) * | 1962-03-06 | Certificate of correction | ||
| US2683721A (en) * | 1952-01-17 | 1954-07-13 | Hermann I Schlesinger | Method of reducing and hydrogenating chemical compounds by reacting with alkali metal borohydrides |
| US3997569A (en) * | 1972-11-08 | 1976-12-14 | Texaco Inc. | Method for preparing a lactone reaction product |
| US3868370A (en) * | 1973-02-09 | 1975-02-25 | Gen Electric | Process for making 4-butyrolactone |
| US4083809A (en) * | 1976-08-20 | 1978-04-11 | Gaf Corporation | Hydrogenation catalyst and method of producing same |
| GB1587198A (en) * | 1976-11-23 | 1981-04-01 | Ucb Sa | Process for the production of butane-1,4 diol and tetrahydrofuran |
| US4772729A (en) * | 1987-01-23 | 1988-09-20 | E. I. Du Pont De Nemours And Company | Hydrogenation of citric acid and substituted citric acids to 3-substituted tetrahydrofuran, 3- and 4-substituted butyrolactones and mixtures thereof |
| EP0304696B1 (de) * | 1987-08-08 | 1992-04-29 | BASF Aktiengesellschaft | Verfahren zur Herstellung von 1,4-Butandiol und/oder Tetrahydrofuran |
| US5087751A (en) * | 1988-04-27 | 1992-02-11 | Kanegafuchi Kagaku Kogyo K.K. | Method of preparing optically active 3,4-dihydroxy butyric acid derivatives |
| CA1307796C (en) * | 1988-04-27 | 1992-09-22 | Kenji Inoue | Method for preparing optically active 3,4-dihydroxy butyric acid derivatives |
| CA2049536C (en) * | 1991-05-13 | 1999-07-06 | Rawle I. Hollingsworth | Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof |
| EP0543340B1 (en) * | 1991-11-18 | 1998-05-20 | Tosoh Corporation | Process for preparing lactones |
| GB9618099D0 (en) † | 1996-08-30 | 1996-10-09 | Zeneca Ltd | Process |
-
1997
- 1997-10-31 US US08/962,365 patent/US5808107A/en not_active Ceased
-
1998
- 1998-09-29 CA CA002304809A patent/CA2304809C/en not_active Expired - Fee Related
- 1998-09-29 AT AT98948584T patent/ATE229013T1/de not_active IP Right Cessation
- 1998-09-29 WO PCT/US1998/020448 patent/WO1999023086A1/en not_active Ceased
- 1998-09-29 EP EP98948584A patent/EP1027343B2/en not_active Expired - Lifetime
- 1998-09-29 PT PT98948584T patent/PT1027343E/pt unknown
- 1998-09-29 ES ES98948584T patent/ES2188017T5/es not_active Expired - Lifetime
- 1998-09-29 DE DE69809962T patent/DE69809962T3/de not_active Expired - Fee Related
- 1998-09-29 JP JP2000518957A patent/JP3527706B2/ja not_active Expired - Fee Related
- 1998-09-29 DK DK98948584T patent/DK1027343T3/da active
- 1998-09-29 KR KR10-2000-7004510A patent/KR100369857B1/ko not_active Expired - Fee Related
-
2002
- 2002-03-28 US US10/109,487 patent/USRE38324E1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US5808107A (en) | 1998-09-15 |
| ES2188017T5 (es) | 2006-07-16 |
| USRE38324E1 (en) | 2003-11-18 |
| CA2304809A1 (en) | 1999-05-14 |
| DE69809962D1 (de) | 2003-01-16 |
| DE69809962T2 (de) | 2003-04-24 |
| PT1027343E (pt) | 2003-04-30 |
| EP1027343A1 (en) | 2000-08-16 |
| JP3527706B2 (ja) | 2004-05-17 |
| KR20010031475A (ko) | 2001-04-16 |
| WO1999023086A1 (en) | 1999-05-14 |
| ATE229013T1 (de) | 2002-12-15 |
| DK1027343T3 (da) | 2003-03-31 |
| EP1027343A4 (en) | 2001-08-22 |
| KR100369857B1 (ko) | 2003-02-05 |
| EP1027343B1 (en) | 2002-12-04 |
| JP2001521931A (ja) | 2001-11-13 |
| DE69809962T3 (de) | 2006-12-14 |
| EP1027343B2 (en) | 2006-01-11 |
| CA2304809C (en) | 2006-08-01 |
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