Sodium Methoxide → 5'-O-acetyl-N-[(R)-1-(6ethoxy2-benzothiazolyl)thio-2-propyl]-2-chloroadenosine

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Partial deacylation of the purified 2',3',5'-tri-O-acetyl-2-chloro-N-[(R)-1-(6-ethoxy-2-benzothiazolyl)thio-2-propyl]adenosine (described in Example 19) using sodium methoxide in methanol provided the title 5'-O-acetyl-N-[(R)-1-(6ethoxy2-benzothiazolyl)thio-2-propyl]-2-chloroadenosine (0.070 g, 18%) as a foam (following column chromatography), 1H NMR (DMSO-d6) δ 1.34-1.41 (6H, m, --CH2CH3 and --CHCH3), 2.03 (3H, s, --COCH3), 4.60 (1H, q, H-2'), 4.68 (1H, m, -CHCH3), 5.42, 5.62 (2H, 2d, 2'- and 3'-OH), 5.86 (1H, d, H-1'), 7.04 (1H, dd, Ar-H), 7.57, 7.72 (2H, 2d, Ar-H), 8.38 (1H, s, H-8), 8.52 (1H, d, N--H). HPLC retention time 25.6 min [gradient elution, 20-80% acetonitrile/water (containing 0.1% TFA)].

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