Photocycloaddition of Benzoylated 2’-Deoxyribonucleoside to 2,3-Dimethyl-2-butene

Shao Shun Li; Xue Sun; Haruo Ogura; Yaeko Konda; Tomomitu Sasaki; Yumiko Toda; Hiroaki Takayanagi; Yoshihiro Harigaya

doi:10.1248/cpb.43.144

Photocycloaddition of Benzoylated 2’-Deoxyribonucleoside to 2,3-Dimethyl-2-butene

Shao Shun Li
, Xue Sun
, Haruo Ogura
, Yaeko Konda
, Tomomitu Sasaki
, Yumiko Toda
, Hiroaki Takayanagi
, Yoshihiro Harigaya

Chemistry

Shenyang Pharmaceutical University
Kitasato University

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

The photochemical reactions of 3’,5’-dibenzoyl-2’-deoxyuridine and -thymidine with 2,3-dimethyl-2-butene by upon ultraviolet (UV) irradiation in acetone have been investigated. Each reactant gave a pair of diastereomers in good yield. After recrystallization, mixed crystals of diastereomers could be isolated and purified. An X-ray analysis of a mixed crystal of the thymidine derivative (3b) showed a pair of diastereomers (A and B) composing a unit cell. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

Original language	English
Pages (from-to)	144-146
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	43
Issue number	1
DOIs	https://doi.org/10.1248/cpb.43.144
State	Published - Jan 1 1995

Keywords

anti-conformer
deoxyribonucleoside
mixed crystal
photocycloaddition
X-ray analysis

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10.1248/cpb.43.144

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title = "Photocycloaddition of Benzoylated 2{\textquoteright}-Deoxyribonucleoside to 2,3-Dimethyl-2-butene",

abstract = "The photochemical reactions of 3{\textquoteright},5{\textquoteright}-dibenzoyl-2{\textquoteright}-deoxyuridine and -thymidine with 2,3-dimethyl-2-butene by upon ultraviolet (UV) irradiation in acetone have been investigated. Each reactant gave a pair of diastereomers in good yield. After recrystallization, mixed crystals of diastereomers could be isolated and purified. An X-ray analysis of a mixed crystal of the thymidine derivative (3b) showed a pair of diastereomers (A and B) composing a unit cell. {\textcopyright} 1995, The Pharmaceutical Society of Japan. All rights reserved.",

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author = "Li, \{Shao Shun\} and Xue Sun and Haruo Ogura and Yaeko Konda and Tomomitu Sasaki and Yumiko Toda and Hiroaki Takayanagi and Yoshihiro Harigaya",

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doi = "10.1248/cpb.43.144",

language = "English",

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TY - JOUR

T1 - Photocycloaddition of Benzoylated 2’-Deoxyribonucleoside to 2,3-Dimethyl-2-butene

AU - Li, Shao Shun

AU - Sun, Xue

AU - Ogura, Haruo

AU - Konda, Yaeko

AU - Sasaki, Tomomitu

AU - Toda, Yumiko

AU - Takayanagi, Hiroaki

AU - Harigaya, Yoshihiro

PY - 1995/1/1

Y1 - 1995/1/1

N2 - The photochemical reactions of 3’,5’-dibenzoyl-2’-deoxyuridine and -thymidine with 2,3-dimethyl-2-butene by upon ultraviolet (UV) irradiation in acetone have been investigated. Each reactant gave a pair of diastereomers in good yield. After recrystallization, mixed crystals of diastereomers could be isolated and purified. An X-ray analysis of a mixed crystal of the thymidine derivative (3b) showed a pair of diastereomers (A and B) composing a unit cell. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

AB - The photochemical reactions of 3’,5’-dibenzoyl-2’-deoxyuridine and -thymidine with 2,3-dimethyl-2-butene by upon ultraviolet (UV) irradiation in acetone have been investigated. Each reactant gave a pair of diastereomers in good yield. After recrystallization, mixed crystals of diastereomers could be isolated and purified. An X-ray analysis of a mixed crystal of the thymidine derivative (3b) showed a pair of diastereomers (A and B) composing a unit cell. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

KW - anti-conformer

KW - deoxyribonucleoside

KW - mixed crystal

KW - photocycloaddition

KW - X-ray analysis

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U2 - 10.1248/cpb.43.144

DO - 10.1248/cpb.43.144

M3 - Article

SN - 0009-2363

VL - 43

SP - 144

EP - 146

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 1

ER -

Photocycloaddition of Benzoylated 2’-Deoxyribonucleoside to 2,3-Dimethyl-2-butene

Abstract

Keywords

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