EA202091962A1 - Способ производства 4-боронфенилаланина - Google Patents
Способ производства 4-боронфенилаланинаInfo
- Publication number
- EA202091962A1 EA202091962A1 EA202091962A EA202091962A EA202091962A1 EA 202091962 A1 EA202091962 A1 EA 202091962A1 EA 202091962 A EA202091962 A EA 202091962A EA 202091962 A EA202091962 A EA 202091962A EA 202091962 A1 EA202091962 A1 EA 202091962A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- boronphenylalanine
- amino acid
- production method
- groups
- hydrogenolysis
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 2
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 2
- -1 isopropyl magnesium halide Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- PZNQZSRPDOEBMS-QMMMGPOBSA-N 4-iodo-L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(I)C=C1 PZNQZSRPDOEBMS-QMMMGPOBSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 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
- 239000004327 boric acid Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 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
- 125000000524 functional group Chemical group 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B47/00—Formation or introduction of functional groups not provided for in groups C07B39/00 - C07B45/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B49/00—Grignard reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B51/00—Introduction of protecting groups or activating groups, not provided for in the preceding groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
- C07B63/02—Purification; Separation; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/02—Magnesium compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (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)
Abstract
Данное изобретение относится к способу производства 4-боронфенилаланина (БФА) из 4-йодфенилаланина, в котором все функциональные группы аминокислоты защищены бензиловым способом защиты и в котором применяют галогенид изопропилмагния, стабилизированный связывающим основанием, и затем конденсируют полученный реагент Гриньяра со сложным эфиром борной кислоты. Конечная стадия реакции, каталитический гидрогенолиз или трансферный гидрогенолиз защитных групп аминокислоты, проходит после гидролиза боронатных эфирных групп.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201862632862P | 2018-02-20 | 2018-02-20 | |
PCT/JP2019/005984 WO2019163738A1 (en) | 2018-02-20 | 2019-02-19 | Method of 4-boronophenylalanine production |
Publications (1)
Publication Number | Publication Date |
---|---|
EA202091962A1 true EA202091962A1 (ru) | 2020-11-06 |
Family
ID=65812368
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EA202091962A EA202091962A1 (ru) | 2018-02-20 | 2019-02-19 | Способ производства 4-боронфенилаланина |
Country Status (9)
Country | Link |
---|---|
US (1) | US11098067B2 (ru) |
EP (1) | EP3755681B1 (ru) |
JP (1) | JP7273854B2 (ru) |
KR (1) | KR102635698B1 (ru) |
CN (1) | CN111741939A (ru) |
EA (1) | EA202091962A1 (ru) |
ES (1) | ES2929196T3 (ru) |
PL (1) | PL3755681T3 (ru) |
WO (1) | WO2019163738A1 (ru) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20230416280A1 (en) * | 2020-11-13 | 2023-12-28 | Stella Pharma Corporation | Method for producing 4-borono-l-phenylalanine and intermediate thereof |
FR3120630B1 (fr) * | 2021-03-09 | 2023-02-10 | Orano Chimie Enrichissement | Composé boré utile pour la séparation isotopique du bore, son procédé de synthèse et ses utilisations |
CN116925119A (zh) * | 2022-03-30 | 2023-10-24 | 海南普利制药股份有限公司 | 一种4-10硼酸-l-苯丙氨酸中间体的制备方法 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000212185A (ja) * | 1999-01-14 | 2000-08-02 | Ajinomoto Co Inc | パラボロノフェニルアラニン誘導体の製造方法 |
EP2865682B1 (en) | 2013-10-28 | 2016-10-26 | Taiwan Biotech Co., Ltd. | Process for preparing 4-Borono-L-Phenylalanine |
CN104961756A (zh) * | 2015-06-16 | 2015-10-07 | 上海应用技术学院 | 一种(S)-Boc-4-二羟基硼酰苯丙氨酸的制备方法 |
WO2017028751A1 (zh) | 2015-08-14 | 2017-02-23 | 南京中硼联康医疗科技有限公司 | L-bpa的制备方法 |
-
2019
- 2019-02-19 EP EP19711724.5A patent/EP3755681B1/en active Active
- 2019-02-19 CN CN201980014146.2A patent/CN111741939A/zh active Pending
- 2019-02-19 PL PL19711724.5T patent/PL3755681T3/pl unknown
- 2019-02-19 KR KR1020207026563A patent/KR102635698B1/ko active IP Right Grant
- 2019-02-19 JP JP2020566096A patent/JP7273854B2/ja active Active
- 2019-02-19 EA EA202091962A patent/EA202091962A1/ru unknown
- 2019-02-19 WO PCT/JP2019/005984 patent/WO2019163738A1/en unknown
- 2019-02-19 US US16/971,275 patent/US11098067B2/en active Active
- 2019-02-19 ES ES19711724T patent/ES2929196T3/es active Active
Also Published As
Publication number | Publication date |
---|---|
US20200392163A1 (en) | 2020-12-17 |
KR20200123441A (ko) | 2020-10-29 |
KR102635698B1 (ko) | 2024-02-14 |
JP2021514008A (ja) | 2021-06-03 |
PL3755681T3 (pl) | 2022-11-28 |
US11098067B2 (en) | 2021-08-24 |
ES2929196T3 (es) | 2022-11-25 |
EP3755681B1 (en) | 2022-09-07 |
EP3755681A1 (en) | 2020-12-30 |
WO2019163738A1 (en) | 2019-08-29 |
CN111741939A (zh) | 2020-10-02 |
JP7273854B2 (ja) | 2023-05-15 |
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