1,1'-Thiocarbonyldiimidazole → HCID 131718300, compound

Participants

Reaction Steps

A solution of 3.8 g of the compound of Step 1A and thiocarbonyldiimidazole (7.0 g) in 1,2-dichloroethane (75 mL) was refluxed for 3 days and then worked up and deoxygenated as described above, Step 8A, Example 1. Yield of product was 1.2 g. 1H NMR (CDCl3) d: 8.05 (dm, 2H), 7.56 (m, 1H), & 7.44 (m, 1H, 2H) (6-O-benzoate hydrogens), 4.48 (m, 1H, H-5), 4.36 (dd, 1H, H-6a, J6a,5 =Hz, J6a,b =Hz), 4.27 (dd, 1H, H-6b, J6b,5 =Hz), 3.75 (d, 1H, H-1a, J1a,b =11.0 Hz), 3.57 (d, 1H, H-1b), 3.28 (s, 3 H. OMe), 2.17 (m, 2H, H-3a, H-4a), 1.95 (m, 1H, H-3β ), 1.70 (m, 1H, H-4β), 0.90 (s, 9H, (Me)3 -}, 0.06 (2×s, 6H, (Me)2 -Si}.

Provenance & Evidence