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Table 10 Synthesis of 5-alkynyl nucleoside analogues 94-103

From: Heck and Sonogashira couplings in aqueous media – application to unprotected nucleosides and nucleotides

Entry

R 1

R 2

R 3

Starting material

R 4

Product

Yield (%)

1

NH2

H

H

60

94

88

2

NH2

H

H

60

95

89

3

NH2

H

H

60

96

98

4

NH2

H

H

60

97

98

5

NH2

H

OH

92

98

53

6

NH2

H

OH

92

99

74

7

OH

H

H

93

100

86

8

OH

H

H

93

101

85

9

OH

H

H

93

102

85

10

OH

H

H

93

103

84