CN101735296A - 一种氟达拉滨的制备方法 - Google Patents
一种氟达拉滨的制备方法 Download PDFInfo
- Publication number
- CN101735296A CN101735296A CN200910244892A CN200910244892A CN101735296A CN 101735296 A CN101735296 A CN 101735296A CN 200910244892 A CN200910244892 A CN 200910244892A CN 200910244892 A CN200910244892 A CN 200910244892A CN 101735296 A CN101735296 A CN 101735296A
- Authority
- CN
- China
- Prior art keywords
- fludarabine
- preparation
- solvent
- alcohol
- fluoro
- 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.)
- Granted
Links
- 229960000390 fludarabine Drugs 0.000 title claims abstract description 26
- GIUYCYHIANZCFB-FJFJXFQQSA-N fludarabine phosphate Chemical compound C1=NC=2C(N)=NC(F)=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O GIUYCYHIANZCFB-FJFJXFQQSA-N 0.000 title claims abstract description 26
- 238000000034 method Methods 0.000 title abstract description 7
- 238000002360 preparation method Methods 0.000 claims abstract description 20
- 239000012043 crude product Substances 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 13
- 235000011114 ammonium hydroxide Nutrition 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 7
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 25
- 229940088594 vitamin Drugs 0.000 claims description 11
- 229930003231 vitamin Natural products 0.000 claims description 11
- 235000013343 vitamin Nutrition 0.000 claims description 11
- 239000011782 vitamin Substances 0.000 claims description 11
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 11
- 150000002191 fatty alcohols Chemical class 0.000 claims description 9
- 229920006395 saturated elastomer Polymers 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 238000001953 recrystallisation Methods 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 238000000967 suction filtration Methods 0.000 claims description 5
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000012046 mixed solvent Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 6
- 239000000203 mixture Substances 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 230000035484 reaction time Effects 0.000 abstract description 3
- -1 saturated aliphatic alcohols Chemical class 0.000 abstract 2
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 abstract 1
- 229930024421 Adenine Natural products 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- 229960000643 adenine Drugs 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 9
- 229960004756 ethanol Drugs 0.000 description 8
- 239000012065 filter cake Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000002126 C01EB10 - Adenosine Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229960005305 adenosine Drugs 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940041181 antineoplastic drug Drugs 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
Claims (7)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200910244892 CN101735296B (zh) | 2009-12-18 | 2009-12-18 | 一种氟达拉滨的制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200910244892 CN101735296B (zh) | 2009-12-18 | 2009-12-18 | 一种氟达拉滨的制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101735296A true CN101735296A (zh) | 2010-06-16 |
CN101735296B CN101735296B (zh) | 2013-03-27 |
Family
ID=42459370
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200910244892 Active CN101735296B (zh) | 2009-12-18 | 2009-12-18 | 一种氟达拉滨的制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN101735296B (zh) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102911230A (zh) * | 2012-04-16 | 2013-02-06 | 淮海工学院 | 一种氟达拉滨的合成方法 |
CN105998047A (zh) * | 2016-05-09 | 2016-10-12 | 中山大学肿瘤防治中心 | 一种治疗癌症的新联合用药方案 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5602246A (en) * | 1992-11-25 | 1997-02-11 | Schering Aktiengesellschaft | Process for the preparation of fludarabine or fludarabine phosphate from guanosine |
-
2009
- 2009-12-18 CN CN 200910244892 patent/CN101735296B/zh active Active
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102911230A (zh) * | 2012-04-16 | 2013-02-06 | 淮海工学院 | 一种氟达拉滨的合成方法 |
CN105998047A (zh) * | 2016-05-09 | 2016-10-12 | 中山大学肿瘤防治中心 | 一种治疗癌症的新联合用药方案 |
Also Published As
Publication number | Publication date |
---|---|
CN101735296B (zh) | 2013-03-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102219817A (zh) | 活性偶联剂用于氟化嘧啶化合物烷氧羰酰化的方法 | |
CN102348706A (zh) | 生产啶南平衍生物的方法 | |
CN101735296B (zh) | 一种氟达拉滨的制备方法 | |
CN102351933A (zh) | 一种制备羟钴胺盐的方法 | |
CN110183445A (zh) | 莫西沙星及其衍生物的合成方法 | |
CN112047842A (zh) | 一种1,4-二烯烃类化合物及其制备方法与应用 | |
CN102603597B (zh) | (s)-奥拉西坦的制备方法 | |
CN105732754A (zh) | 烷基酸睾酮化合物的合成方法 | |
CN102603603A (zh) | 一种制备(s)-奥拉西坦的方法 | |
CN103992263B (zh) | 一种多奈哌齐的纯化方法 | |
CN109134331B (zh) | 阿奇霉素基因毒性杂质的合成方法 | |
EP2330107A2 (en) | Improved production method for adefovir dipivoxil | |
CN102250173A (zh) | 一种6-o-甲基红霉素a衍生物和克拉霉素的制备方法 | |
CN106045842B (zh) | 一种制备洛索洛芬活性代谢物的方法 | |
CN110804022B (zh) | 一种右丙亚胺的制备方法 | |
CN102786527B (zh) | N1取代3,4-二氢嘧啶-2-酮修饰尾式卟啉化合物及制备方法 | |
CN113563255A (zh) | 瑞芬沙星中间体的制备方法 | |
CN102603596B (zh) | (s)-4-羟基-2-氧代-1-吡咯烷乙酰胺的制备方法 | |
CN108129525B (zh) | 一种依托泊苷中间体的制备方法 | |
CN112521421A (zh) | 一种药物化合物的制备方法 | |
CN102603600A (zh) | 一种制备(s)-奥拉西坦的方法 | |
CN106631962B (zh) | 一种(s)-奥拉西坦的制备方法 | |
CN103923135A (zh) | 一种氘代5-羟基色氨糖苷衍生物及其制备方法 | |
CN102603605B (zh) | (s)-4-羟基-2-氧代-1-吡咯烷乙酰胺的制备方法 | |
CN102127093A (zh) | 头孢替安酯盐酸盐的精制工艺 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing fludarabine Effective date of registration: 20140320 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Hongqiao branch Pledgor: Tianjin Weijie Technology Co., Ltd. Registration number: 2014990000178 |
|
PLDC | Enforcement, change and cancellation of contracts on pledge of patent right or utility model | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20141030 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Hongqiao branch Pledgor: Tianjin Weijie Technology Co., Ltd. Registration number: 2014990000178 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing fludarabine Effective date of registration: 20141031 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Hongqiao branch Pledgor: Tianjin Weijie Technology Co., Ltd. Registration number: 2014990000913 |
|
PLDC | Enforcement, change and cancellation of contracts on pledge of patent right or utility model | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20151021 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Hongqiao branch Pledgor: Tianjin Weijie Technology Co., Ltd. Registration number: 2014990000913 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing fludarabine Effective date of registration: 20151021 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Wei Jie Technology Co., Ltd.|Tianjin Wei Czech Pharmaceutical Co., Ltd. Registration number: 2015990000906 |
|
PLDC | Enforcement, change and cancellation of contracts on pledge of patent right or utility model | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20161017 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Wei Jie Technology Co., Ltd.|Tianjin Wei Czech Pharmaceutical Co., Ltd. Registration number: 2015990000906 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing fludarabine Effective date of registration: 20161017 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Wei Jie Technology Co., Ltd.|Tianjin Wei Czech Pharmaceutical Co., Ltd. Registration number: 2016990000880 |
|
PLDC | Enforcement, change and cancellation of contracts on pledge of patent right or utility model | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20171018 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Weijie Technology Co., Ltd.|Tianjin Weijie Pharmaceutical Co., Ltd. Registration number: 2016990000880 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing fludarabine Effective date of registration: 20171018 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Weijie Technology Co., Ltd.|Tianjin Weijie Pharmaceutical Co., Ltd. Registration number: 2017990000966 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20181018 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Weijie Technology Co., Ltd.|Tianjin Weijie Pharmaceutical Co., Ltd. Registration number: 2017990000966 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing fludarabine Effective date of registration: 20181018 Granted publication date: 20130327 Pledgee: Bank of Tianjin, Limited by Share Ltd, Tianma subbranch Pledgor: Tianjin Weijie Technology Co., Ltd.|Tianjin Weijie Pharmaceutical Co., Ltd. Registration number: 2018990000977 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PM01 | Change of the registration of the contract for pledge of patent right | ||
PM01 | Change of the registration of the contract for pledge of patent right |
Change date: 20210930 Registration number: 2018990000977 Pledgee after: Bank of Tianjin Co.,Ltd. second center sub branch Pledgee before: Bank of Tianjin Limited by Share Ltd. Tianma subbranch |