BR112018015833A2 - métodos para preparar 2?-o-fucosil-lactose e produtos alimentícios, composto, e, uso de um dos compostos - Google Patents
métodos para preparar 2?-o-fucosil-lactose e produtos alimentícios, composto, e, uso de um dos compostosInfo
- Publication number
- BR112018015833A2 BR112018015833A2 BR112018015833A BR112018015833A BR112018015833A2 BR 112018015833 A2 BR112018015833 A2 BR 112018015833A2 BR 112018015833 A BR112018015833 A BR 112018015833A BR 112018015833 A BR112018015833 A BR 112018015833A BR 112018015833 A2 BR112018015833 A2 BR 112018015833A2
- Authority
- BR
- Brazil
- Prior art keywords
- radical
- represent
- alkyl
- different
- unsubstituted
- Prior art date
Links
- HWHQUWQCBPAQQH-BWRPKUOHSA-N 2-fucosyllactose Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O HWHQUWQCBPAQQH-BWRPKUOHSA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 235000013305 food Nutrition 0.000 title 1
- 150000003254 radicals Chemical class 0.000 abstract 5
- 125000001424 substituent group Chemical group 0.000 abstract 3
- QTUOKZSHUPKWBJ-RSJOWCBRSA-N (2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanoyl iodide Chemical compound C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(I)=O QTUOKZSHUPKWBJ-RSJOWCBRSA-N 0.000 abstract 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 1
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 abstract 1
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 abstract 1
- PNNNRSAQSRJVSB-SLPGGIOYSA-N Fucose Natural products C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C=O PNNNRSAQSRJVSB-SLPGGIOYSA-N 0.000 abstract 1
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 238000010511 deprotection reaction Methods 0.000 abstract 1
- IDIOJRGTRFRIJL-UHFFFAOYSA-N iodosilane Chemical compound I[SiH3] IDIOJRGTRFRIJL-UHFFFAOYSA-N 0.000 abstract 1
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical class [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
- A23C9/00—Milk preparations; Milk powder or milk powder preparations
- A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/125—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives containing carbohydrate syrups; containing sugars; containing sugar alcohols; containing starch hydrolysates
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/40—Complete food formulations for specific consumer groups or specific purposes, e.g. infant formula
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/18—Acyclic radicals, substituted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H23/00—Compounds containing boron, silicon, or a metal, e.g. chelates, vitamin B12
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Mycology (AREA)
- Nutrition Science (AREA)
- Pediatric Medicine (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- General Preparation And Processing Of Foods (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
a presente invenção refere-se a um processo para produzir 2?-o-fucosil-lactose, aos intermediários obteníveis por esse processo e ao uso desses intermediários. a produção compreende a reação de uma fucose protegida da fórmula geral (i) com um iodeto de tri(c1-c6-alquil)silila para gerar uma 1-iodofucose protegida seguida pela reação da 1-iodofucose protegida com um composto da fórmula geral (ii), na presença de pelo menos uma base e desproteção do produto de acoplamento obtido para obter 2?-o-fucosil-lactose. as variáveis são definidas da seguinte forma: ra e rb são idênticos ou diferentes e representam -c(=o)-c1-c6-alquila ou -c(=o)-fenila, em que a fenila é não substituída ou compreende opcionalmente 1 a 5 substituintes, ou ra e rb representam, em conjunto, um radical (c=o) ou um radical metileno substituído c(rdre) , rc representa um radical rsi ou benzila, em que a benzila é não substituída ou porta opcionalmente 1, 2 ou 3 substituintes, rsi representa um radical da fórmula sirfrgrh, em que rf, rg e rh são idênticos ou diferentes e representam, por exemplo, c1 c8 alquila, r1 representa um radical -c(=o)-r11 ou um radical sir12r13r14, r2 são idênticos ou diferentes e representam, por exemplo, c1-c8-alquila, r3 são idênticos ou diferentes e representam, por exemplo, c1-c8-alquila, ou ambos os radicais r3 representam, em conjunto, c1-c4-alquenila linear que é não substituída ou porta 1 a 6 grupos metila como substituintes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16154115 | 2016-02-03 | ||
| PCT/EP2017/052280 WO2017134176A1 (de) | 2016-02-03 | 2017-02-02 | Verfahren zur herstellung von 2'-o-fucosyllactose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR112018015833A2 true BR112018015833A2 (pt) | 2018-12-26 |
Family
ID=55304894
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112018015833A BR112018015833A2 (pt) | 2016-02-03 | 2017-02-02 | métodos para preparar 2?-o-fucosil-lactose e produtos alimentícios, composto, e, uso de um dos compostos |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20210130384A1 (pt) |
| EP (1) | EP3411379A1 (pt) |
| JP (1) | JP2019504091A (pt) |
| KR (1) | KR20180104751A (pt) |
| CN (1) | CN108602845A (pt) |
| AU (1) | AU2017214322A1 (pt) |
| BR (1) | BR112018015833A2 (pt) |
| CA (1) | CA3012410A1 (pt) |
| CR (1) | CR20180414A (pt) |
| MX (1) | MX2018009515A (pt) |
| WO (1) | WO2017134176A1 (pt) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021122103A1 (de) * | 2019-12-18 | 2021-06-24 | Basf Se | Verfahren zur reduktion des säuregehaltes in humanen milcholigosacchariden |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010024213A (ja) * | 2008-07-24 | 2010-02-04 | Univ Of Tokyo | 糖１−リン酸化合物の製造方法 |
| IT1392456B1 (it) * | 2008-12-18 | 2012-03-09 | Inalco Spa | Processo per la sintesi di di- o oligosaccaridi l-fucosilati e loro nuovi intermedi 2,3,4-tribenzil-fucosil-derivati. |
| WO2010115934A1 (en) * | 2009-04-07 | 2010-10-14 | Glycom A/S | Synthesis of 2'-o-fucosyllactose |
| WO2016038192A1 (en) * | 2014-09-12 | 2016-03-17 | Basf Se | Method for preparing 2'-o-fucosyllactose |
-
2017
- 2017-02-02 CR CR20180414A patent/CR20180414A/es unknown
- 2017-02-02 CA CA3012410A patent/CA3012410A1/en not_active Abandoned
- 2017-02-02 JP JP2018540152A patent/JP2019504091A/ja active Pending
- 2017-02-02 BR BR112018015833A patent/BR112018015833A2/pt not_active IP Right Cessation
- 2017-02-02 WO PCT/EP2017/052280 patent/WO2017134176A1/de active Application Filing
- 2017-02-02 EP EP17703388.3A patent/EP3411379A1/de not_active Withdrawn
- 2017-02-02 MX MX2018009515A patent/MX2018009515A/es unknown
- 2017-02-02 KR KR1020187025460A patent/KR20180104751A/ko unknown
- 2017-02-02 CN CN201780009200.5A patent/CN108602845A/zh active Pending
- 2017-02-02 US US16/074,168 patent/US20210130384A1/en not_active Abandoned
- 2017-02-02 AU AU2017214322A patent/AU2017214322A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| MX2018009515A (es) | 2018-09-05 |
| CA3012410A1 (en) | 2017-08-10 |
| WO2017134176A1 (de) | 2017-08-10 |
| KR20180104751A (ko) | 2018-09-21 |
| AU2017214322A1 (en) | 2018-08-16 |
| EP3411379A1 (de) | 2018-12-12 |
| CN108602845A (zh) | 2018-09-28 |
| CR20180414A (es) | 2018-11-29 |
| JP2019504091A (ja) | 2019-02-14 |
| US20210130384A1 (en) | 2021-05-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B350 | Update of information on the portal [chapter 15.35 patent gazette] | ||
| B06W | Patent application suspended after preliminary examination (for patents with searches from other patent authorities) chapter 6.23 patent gazette] | ||
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 5A ANUIDADE. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: EM VIRTUDE DO ARQUIVAMENTO PUBLICADO NA RPI 2656 DE 30-11-2021 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDO O ARQUIVAMENTO DO PEDIDO DE PATENTE, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013. |