TH33014B - Process for preparation (E) -5- (2- bromo vinyl) -2'- deoxyridine - Google Patents
Process for preparation (E) -5- (2- bromo vinyl) -2'- deoxyridineInfo
- Publication number
- TH33014B TH33014B TH201000622A TH0201000622A TH33014B TH 33014 B TH33014 B TH 33014B TH 201000622 A TH201000622 A TH 201000622A TH 0201000622 A TH0201000622 A TH 0201000622A TH 33014 B TH33014 B TH 33014B
- Authority
- TH
- Thailand
- Prior art keywords
- clause
- formula
- reaction
- halogen
- group
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 11
- -1 2- bromo vinyl Chemical group 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title claims 2
- 239000002904 solvent Substances 0.000 claims abstract 8
- 238000006243 chemical reaction Methods 0.000 claims 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- 239000000126 substance Substances 0.000 claims 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims 2
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000004292 cyclic ethers Chemical class 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 claims 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- ODZBBRURCPAEIQ-DJLDLDEBSA-N Brivudine Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(C=CBr)=C1 ODZBBRURCPAEIQ-DJLDLDEBSA-N 0.000 abstract 2
- 230000009286 beneficial effect Effects 0.000 abstract 2
- 229960001169 brivudine Drugs 0.000 abstract 2
- 230000031709 bromination Effects 0.000 abstract 2
- 238000005893 bromination reaction Methods 0.000 abstract 2
- XACKNLSZYYIACO-DJLDLDEBSA-N edoxudine Chemical compound O=C1NC(=O)C(CC)=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 XACKNLSZYYIACO-DJLDLDEBSA-N 0.000 abstract 2
- 230000007613 environmental effect Effects 0.000 abstract 2
- ODZBBRURCPAEIQ-PIXDULNESA-N helpin Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(\C=C\Br)=C1 ODZBBRURCPAEIQ-PIXDULNESA-N 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 230000001988 toxicity Effects 0.000 abstract 2
- 231100000419 toxicity Toxicity 0.000 abstract 2
Abstract
DC60 (28/05/45) การประดิษฐ์นี้เกี่ยวข้องกับกระบวนการสำหรับการเตรียม (E)-5-(2-โบรโมไวนิล)- 2'-ดีออกซียูริดีน (บริวูดีน) โดยตัวทำละลายปราศจากฮาโลเจนถูกใช้ในกระบวนการทั้งหมด และโดยเฉพาะในขั้นตอนลำดับหนึ่งของโบรมิเนชันของ 5-เอทิล-2'-ดีออกซียูริดีน ไดแอซิเลต การใช้ตัวทำละลายดังกล่าวมีประโยชน์โดยเกี่ยวข้องกับสภาพในความเป็นพิษ, ต้นทุนของสาร ที่ออกมาและการป้องกันสิ่งแวดล้อม การประดิษฐ์นี้เกี่ยวข้องกับกระบวนการสำหรับการเตรียม (E)-5-(2-โบรโมไวนิล)- 2'-ดีออกซียูริดีน (บริวูดีน) โดยตัวทำละลายปราศจากฮาโลเจนถูกใช้ในกระบวนการทั้งหมด และโดยเฉพาะในขั้นตอนลำดับหนึ่งของโบรมิเนชันของ 5-เอทิล-2'-ดีออกซียูริดีน ไดแอซิเลต การใช้ตัวทำละลายดังกล่าวมีประโยชน์โดยเกี่ยวข้องกับสภาพในความเป็นพิษ, ต้นทุนของสาร ที่ออกมาและการป้องกันสิ่งแวดล้อม สิทธิบัตรยา DC60 (28/05/45) This invention relates to the process for preparing (E)-5-(2-bromovinyl)- 2'-deoxyuridine (Brivudine) by halogen-free solvent was used in the whole process. and especially in one step of the bromination of 5-ethyl-2'-deoxyuridine diacelate The use of such solvents is beneficial in relation to its toxicity, cost of output and environmental protection. This invention involves the process for preparing (E)-5-(2-bromovinyl)- 2'-deoxyuridine (Brivudine) by halogen-free solvent was used in the whole process. and especially in one step of the bromination of 5-ethyl-2'-deoxyuridine diacelate The use of such solvents is beneficial in relation to its toxicity, cost of release and environmental protection.
Claims (8)
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TH69654A TH69654A (en) | 2005-07-19 |
| TH33014B true TH33014B (en) | 2012-06-29 |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR970028827A (en) | Radiation-sensitive composition for color filters | |
| ATE215957T1 (en) | NUCLEOSIDE DERIVATIVES WITH PHOTOLABILITY PROTECTING GROUPS | |
| KR927003615A (en) | Antiviral pyrimidine nucleotides | |
| DE3773245D1 (en) | NUCLEOSIDE DERIVATIVES AND THEIR USE IN OLIGONUCLEOSIDE SYNTHESIS. | |
| NO922524D0 (en) | PYRIMIDINE DERIVATIVES, THEIR PREPARATION AND USE | |
| ATE555421T1 (en) | LIGHT SENSITIVE COMPOSITION AND NEGATIVE PLANT PLATE | |
| BR0312332A (en) | Polyvinyl crosslinked acetals | |
| CA2204200A1 (en) | Phenyl alkyl ketone substituted by cyclic amine and a process for the preparation thereof | |
| DK0682659T3 (en) | 4-Benzoylisoxazole derivatives, their preparation and their use as herbicides | |
| EP1467258A3 (en) | Color toner | |
| CA2379270A1 (en) | External preparation for skin diseases containing nitroimidazole | |
| SE7514093L (en) | DEXTRAND DERIVATIVE GEL FOR SEPARATION END | |
| TH33014B (en) | Process for preparation (E) -5- (2- bromo vinyl) -2'- deoxyridine | |
| TH69654A (en) | Process for preparation (E) -5- (2- bromo vinyl) -2'- deoxyridine | |
| JPS5535057A (en) | 2'-deoxy-5-fluorouridine derivative, its preparation, and antitumor agent comprising it | |
| ATE207077T1 (en) | NUCLEOSIDE DERIVATIVES WITH PHOTOLABILITY PROTECTING GROUPS | |
| RU2003114754A (en) | METHOD FOR PRODUCING BISBENZAZOZYL COMPOUNDS | |
| PL137818B1 (en) | Process for preparing novel /e/-5-/2-bromovinyl/-uridine and its derivatives | |
| CA2439319A1 (en) | Process for the preparation of (e)-5-(2-bromovinyl)-2'-deoxyuridine | |
| Korshun et al. | New fluorescent nucleoside derivatives-5-alkynylated 2-deoxyuridines | |
| ES2039364T3 (en) | DERIVATIVES OF N - ARILTETRAHIDROFTALIMIDA AND ITS PREVIOUS PRODUCTS. | |
| Basu et al. | A solid-supported acidic oxazolium perchlorate as an easy-handling catalyst for the synthesis of modified pyrimidine nucleosides via Vorbrüggen-type N-glycosylation | |
| Chan et al. | Guanine-uracil base-pairing | |
| DK470287A (en) | 2-CYANO-2-ALKOXIMINO-ACETAMIDES, THEIR PREPARATION AND USE TO COMBAT TO HARMFUL ORGANISMS | |
| Esmans et al. | Synthesis and biological evaluation of some acyclic pyridine C-nucleosides. Part two |