HCID 69627447, compound → HCID 22237432, compound

Participants

Reaction Steps

A solution of [3,3″-Dimethyl-5′-(7-phenyl-heptylcarbamoyl)-[1,1′:3′,1″]terphenyl-2′-yloxy]acetic acid tert-butyl ester (180 mg, 0.311 mmol) in 3.5 mL HCOOH was stirred at room temperature until all of the ester was consumed by TLC (1:1 EtOAc:Hexanes). The excess HCOOH was removed in vacuo (first on a rotoevaporator then pumping under high vacuum) then crystallized from CH2Cl2/Hexanes to yield 170 mg, 100% of the acid as a yellow foam. mp 58-62° C.; 1H NMR (DMSO-d6) δ1.21-1.28 (m, 6H); 1.44-1.57 (m, 4H); 2.35 (s, 6H); 2.53 (t, J=7.69 Hz, 2H); 3.23 (quartet, J=6.37 Hz, 2H); 3.82 (s, 2H); 7.10-7.24 (m, 7H); 7.30-7.41 (m, 6H); 7.80 (s, 2H); 8.51 (t, J=5.49 Hz, 1H); 12.60 (bs, 1H); IR 3375, 3025, 2925, 2865, 1730, 1630, 1600, 1550, 1450, 1350, 1210, 1195, 1080, and 700 cm−1; mass spectrum [(−)ESI], m/z 548 [M−H]−; Anal Calcd. for C36H39NO4: C, 78.66: H, 7.15; N, 2.55; Found: C, 77.39; H, 7.42; N, 2.37.

Provenance & Evidence