Skip to main content
. Author manuscript; available in PMC: 2018 Nov 29.
Published in final edited form as: Org Biomol Chem. 2017 Nov 29;15(46):9760–9774. doi: 10.1039/c7ob02152f

Scheme 4.

Scheme 4

Synthetic routes to 2′-O-(pyren-1-yl)methyl-adenosine, -cytidine and -guanosine phosphoramidites:16,17 (a) PyCH2Cl, NaH, and DMF (9a and 9c) or DMSO (9g); (b) (i) TMSCl, pyridine, (ii) BzCl (10a and 10c) or isobutyrylchloride (10g), pyridine, (iii) aq. NH3; (c) DMTCl, pyridine; (d) (i-Pr2N)2PO(CH2)2CN, tetrazole, CH2Cl2 (12a and 12c) or NC(CH2)2OP(Cl)N(i-Pr)2, (i-Pr)2NEt, CH2Cl2 (12g). Pg = protecting groups.