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. 2021 Dec 15;87(6):3895–3909. doi: 10.1021/acs.joc.1c01812

Table 2. Solid-Phase Synthesis of NPST Dimers.

  condensation reaction conditions
     
entry monomer base product chemoselectivity (PO:PS)a HPLC yield (%)b
1 5a quinoline dAPST (10) 2:98 95
2 5a   dAPST (10) 3:97 70
3 5c quinoline dCPST (12) 2:98 96
4 5c   dCPST (12) 2:98 94
5 5g quinoline dGPST (14) 1:>99 88
6 5g   dGPST (14) 1:>99 91
7c 5g   dGPST (14) 1:>99 93
a

Determined by RP-HPLC: area ratio of NPST and NPOT.

b

Determined by RP-HPLC: area ratio of NPST/(NPST + NPOT + T).

c

0.2 M monomer and 0.5 M condensing reagent were used.