JPS54151987A - Preparation of 3',5'-disubstituted-2'-deoxy-beta-uridines and 2'-deoxy-beta-urdines - Google Patents

Preparation of 3',5'-disubstituted-2'-deoxy-beta-uridines and 2'-deoxy-beta-urdines

Info

Publication number
JPS54151987A
JPS54151987A JP5754278A JP5754278A JPS54151987A JP S54151987 A JPS54151987 A JP S54151987A JP 5754278 A JP5754278 A JP 5754278A JP 5754278 A JP5754278 A JP 5754278A JP S54151987 A JPS54151987 A JP S54151987A
Authority
JP
Japan
Prior art keywords
deoxy
disubstituted
beta
formula
compound
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
Application number
JP5754278A
Other languages
Japanese (ja)
Other versions
JPS6247876B2 (en
Inventor
Tsutomu Kodama
Masaaki Senoura
Hajime Aoyama
Tomonobu Yamaguchi
Isao Kitayama
Minako Yotsutsuji
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Priority to JP5754278A priority Critical patent/JPS54151987A/en
Publication of JPS54151987A publication Critical patent/JPS54151987A/en
Publication of JPS6247876B2 publication Critical patent/JPS6247876B2/ja
Granted legal-status Critical Current

Links

Classifications

    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

PURPOSE: The condensation reaction between 3,5-disubstituted-2-deoxyribofuranosyl halide and a pyrimidine derivative is effected in the presence of a compound having active hydrogens of lower than 19 pKa to prepare title compound in high yield.
CONSTITUTION: The condensation reaction between 3,5-disubstituted-2-deoxy- ribofuranosyl halide of formula I (R1 is protected hydroxyl; X is halogen) and a pyrimidine derivative of formula II (R2 is organic silyl, trifluoromethyl) is effected in the presence of a compound having active hydrogens of less than 19 pKa to prepare 3',5'-disubstituted-2'-deoxy-β-uridine of formula III. Further, the protecting group for hydroxyl group in the compound of formula III is eliminated to give 2'-deoxy-β-uridine of formla IV.
USE: 2'-Deoxy-β-uridine of formula IV is useful as carcistatic agent, antiviral agent, radiation sensitizer, etc.
COPYRIGHT: (C)1979,JPO&Japio
JP5754278A 1978-05-17 1978-05-17 Preparation of 3',5'-disubstituted-2'-deoxy-beta-uridines and 2'-deoxy-beta-urdines Granted JPS54151987A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5754278A JPS54151987A (en) 1978-05-17 1978-05-17 Preparation of 3',5'-disubstituted-2'-deoxy-beta-uridines and 2'-deoxy-beta-urdines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5754278A JPS54151987A (en) 1978-05-17 1978-05-17 Preparation of 3',5'-disubstituted-2'-deoxy-beta-uridines and 2'-deoxy-beta-urdines

Publications (2)

Publication Number Publication Date
JPS54151987A true JPS54151987A (en) 1979-11-29
JPS6247876B2 JPS6247876B2 (en) 1987-10-09

Family

ID=13058643

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5754278A Granted JPS54151987A (en) 1978-05-17 1978-05-17 Preparation of 3',5'-disubstituted-2'-deoxy-beta-uridines and 2'-deoxy-beta-urdines

Country Status (1)

Country Link
JP (1) JPS54151987A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6023396A (en) * 1983-07-20 1985-02-05 Teijin Ltd Production of 3',5'-disubstituted-2'-deoxy-5-fluorouridine compound
JPS6023395A (en) * 1983-07-20 1985-02-05 Teijin Ltd Production of 3',5'-disubstituted-2'-deoxy-5-fluorouridine derivative
JPS6023397A (en) * 1983-07-20 1985-02-05 Teijin Ltd Production of 3',5'-disubstituted-2'-deoxy-5-fluorouridine compound
JPS6056996A (en) * 1983-09-07 1985-04-02 Taiho Yakuhin Kogyo Kk 2'-deoxy-5-trifluoromethyluridine derivative, its preparation, and antitumor agent containing it
WO1986001801A1 (en) * 1984-09-24 1986-03-27 Scm Corporation Process for making a 2-deoxyuridine
US11414451B2 (en) 2017-09-18 2022-08-16 NuCana plc Floxuridine synthesis

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6023396A (en) * 1983-07-20 1985-02-05 Teijin Ltd Production of 3',5'-disubstituted-2'-deoxy-5-fluorouridine compound
JPS6023395A (en) * 1983-07-20 1985-02-05 Teijin Ltd Production of 3',5'-disubstituted-2'-deoxy-5-fluorouridine derivative
JPS6023397A (en) * 1983-07-20 1985-02-05 Teijin Ltd Production of 3',5'-disubstituted-2'-deoxy-5-fluorouridine compound
JPH027595B2 (en) * 1983-07-20 1990-02-19 Teijin Ltd
JPH027594B2 (en) * 1983-07-20 1990-02-19 Teijin Ltd
JPS6056996A (en) * 1983-09-07 1985-04-02 Taiho Yakuhin Kogyo Kk 2'-deoxy-5-trifluoromethyluridine derivative, its preparation, and antitumor agent containing it
JPH0340037B2 (en) * 1983-09-07 1991-06-17
WO1986001801A1 (en) * 1984-09-24 1986-03-27 Scm Corporation Process for making a 2-deoxyuridine
US11414451B2 (en) 2017-09-18 2022-08-16 NuCana plc Floxuridine synthesis

Also Published As

Publication number Publication date
JPS6247876B2 (en) 1987-10-09

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